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AR057364A1 - PROCESS FOR THE INSULATION OF 4- (OXIRANILMETOXI) -BENZONITRILOS - Google Patents

PROCESS FOR THE INSULATION OF 4- (OXIRANILMETOXI) -BENZONITRILOS

Info

Publication number
AR057364A1
AR057364A1 ARP060102456A ARP060102456A AR057364A1 AR 057364 A1 AR057364 A1 AR 057364A1 AR P060102456 A ARP060102456 A AR P060102456A AR P060102456 A ARP060102456 A AR P060102456A AR 057364 A1 AR057364 A1 AR 057364A1
Authority
AR
Argentina
Prior art keywords
compound
formula
alkyl
mixture
formulas
Prior art date
Application number
ARP060102456A
Other languages
Spanish (es)
Original Assignee
Astrazeneca Ab
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR057364A1 publication Critical patent/AR057364A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Epoxy Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Reivindicacion 1: Un proceso para el aislamiento de un compuesto de formula (1) o un solvato de dicho compuesto, a partir de una mezcla que comprende un compuesto de formula 1 y un compuesto de formula (2), donde, de manera independiente en cada aparicion: R1 representa H o alquilo C1-6; R2 representa fenilo o piridilo, donde ambos grupos están opcionalmente sustituidos con uno o más sustituyentes seleccionados de -OH, ciano, halo, nitro, alquilo C1-6 (opcionalmente terminado por - N(H)C(O)OR3a), alcoxi C1-6, N(R4a)R4b, -C(O)R4c, -C(O)OR4d, -C(O)N(R4e)R4f, -N(R4g)C(O)R4h, -N(R4i)C(O)N(R4j)R4k, -N(R4m)S(O)2R3b, -S(O)2N(R4n)(R4o), -S(O)2R3c, -OS(O)2R3d y/o arilo; R3a a R3d independiente representan alquilo C1-6; R4a y R4b independientemente representan H, alquilo C1-6 o juntos representan alquileno C3-6, lo que da como resultado un anillo de entre cuatro y siete miembros que contiene nitrogeno; R4c a R4o independientemente representan Ho alquilo C1-6; donde cada grupo arilo, a menos que se especifique lo contrario, está opcionalmente sustituido; proceso que comprende: a) (i) preparar una solucion de mezcla de los compuestos de formulas 1 y 2 en un sistema solvente que comprende un hidrocarburo aromático; (ii) co-cristalizar los compuestos de formulas 1 y 2 a partir de esa solucion, con lo cual se produce una mezcla de material cristalino y licor madre; (iii) calentar la mezcla resultante para disolver selectivamente el compuesto cristalino de formula 1 en el licor madre; (iiii) separar la fase de solvente y el producto cristalino resultantes; y (iiiii) cristalizar el compuesto de formula 1 contenido en la fase solvente; o b) (i) preparar una solucion de mezcla de los compuestos de formulas 1 y 2 en un sistema solvente que comprende un alcohol de alquilo C2-6; y (ii) cristalizar el compuesto de formula 1 a partir de esa solucion. En donde la mezcla de los compuestos de las formulas 1 y 2 se puede preparar por reaccion de un compuesto de formula 3: R2-OH con un compuesto de formula (4), y en donde R1 y R2 tienen los significados dados en la reivindicacion 1, y L1 representa un grupo saliente.Claim 1: A process for the isolation of a compound of formula (1) or a solvate of said compound, from a mixture comprising a compound of formula 1 and a compound of formula (2), wherein, independently in each occurrence: R1 represents H or C1-6 alkyl; R2 represents phenyl or pyridyl, where both groups are optionally substituted with one or more substituents selected from -OH, cyano, halo, nitro, C1-6 alkyl (optionally terminated by - N (H) C (O) OR3a), C1 alkoxy -6, N (R4a) R4b, -C (O) R4c, -C (O) OR4d, -C (O) N (R4e) R4f, -N (R4g) C (O) R4h, -N (R4i) C (O) N (R4j) R4k, -N (R4m) S (O) 2R3b, -S (O) 2N (R4n) (R4o), -S (O) 2R3c, -OS (O) 2R3d and / or aryl; R3a to R3d independently represent C1-6 alkyl; R4a and R4b independently represent H, C1-6 alkyl or together represent C3-6 alkylene, which results in a four to seven membered ring containing nitrogen; R4c to R4o independently represent Ho C1-6 alkyl; where each aryl group, unless otherwise specified, is optionally substituted; process comprising: a) (i) preparing a mixture solution of the compounds of formulas 1 and 2 in a solvent system comprising an aromatic hydrocarbon; (ii) co-crystallize the compounds of formulas 1 and 2 from that solution, whereby a mixture of crystalline material and mother liquor is produced; (iii) heating the resulting mixture to selectively dissolve the crystalline compound of formula 1 in the mother liquor; (iiii) separate the resulting solvent phase and crystalline product; and (iiiii) crystallize the compound of formula 1 contained in the solvent phase; or b) (i) preparing a mixture solution of the compounds of formulas 1 and 2 in a solvent system comprising a C2-6 alkyl alcohol; and (ii) crystallize the compound of formula 1 from that solution. Wherein the mixture of the compounds of formulas 1 and 2 can be prepared by reacting a compound of formula 3: R2-OH with a compound of formula (4), and wherein R1 and R2 have the meanings given in the claim 1, and L1 represents a leaving group.

ARP060102456A 2005-06-20 2006-06-12 PROCESS FOR THE INSULATION OF 4- (OXIRANILMETOXI) -BENZONITRILOS AR057364A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE0501430 2005-06-20

Publications (1)

Publication Number Publication Date
AR057364A1 true AR057364A1 (en) 2007-11-28

Family

ID=37570715

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP060102456A AR057364A1 (en) 2005-06-20 2006-06-12 PROCESS FOR THE INSULATION OF 4- (OXIRANILMETOXI) -BENZONITRILOS

Country Status (3)

Country Link
AR (1) AR057364A1 (en)
TW (1) TW200710087A (en)
WO (1) WO2006137773A1 (en)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63174981A (en) * 1987-01-14 1988-07-19 Yuka Shell Epoxy Kk Purification of epoxy compound
DD283501A7 (en) * 1988-07-29 1990-10-17 Veb Arzneimittelwerk Dresden,Dd PROCESS FOR PREPARING PURE 1- (4-NITROPHENOXY) -2,3-EPOXY PROPANE
JPH0674243B2 (en) * 1989-12-27 1994-09-21 ダイソー株式会社 Optically active atenolol salt with high optical purity and process for producing atenolol
US6087512A (en) * 1996-09-18 2000-07-11 Daiso Co., Ltd. Process for preparation of glycidyl ether
JP3889520B2 (en) * 1999-02-17 2007-03-07 ジャパンエポキシレジン株式会社 Epoxy compound purification method
SE0101324D0 (en) * 2001-04-12 2001-04-12 Astrazeneca Ab New process

Also Published As

Publication number Publication date
WO2006137773A1 (en) 2006-12-28
TW200710087A (en) 2007-03-16

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