4-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid → 3-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 412553노트

반응식

HRID 412553 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH:10][CH2:11][CH2:12][OH:13])[C:5]#[N:6].[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH:23]([O:26][C:27]2[CH:37]=[CH:36][C:30]([O:31][CH2:32][C:33](O)=[O:34])=[CH:29][CH:28]=2)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>C(Cl)(Cl)Cl>[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH:23]([O:26][C:27]2[CH:28]=[CH:29][C:30]([O:31][CH2:32][C:33](=[O:34])[NH:1][C:2]3[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=[CH:8][C:9]=3[NH:10][CH2:11][CH2:12][OH:13])=[CH:36][CH:37]=2)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]

참가 물질

4

반응물 2

HCID 185363434-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acidHCID 185364343-Amino4-(2-hydroxyethylamino)benzonitrile

생성물 1

HCID 696974193-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl ester수율 75.6%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 3-amino-4-(2-hydroxyethylamino)benzonitrile (1.21 g) and 4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid (2.30 g) in chloroform (50 ml) was added 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroxyquinoline (2.19 g), and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) to give the title compound (2.56 g).

후처리

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4)

출처 및 근거

ORD 기록
ord-479ec4dad8e14a0ba282c76192ca851c
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562828B1

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