Sodium Hydroxide → 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid

HRID 1161770노트

반응식

HRID 1161770 반응식
C([O:3][C:4]([C:6]1([CH2:21][C:22]2[C:27]([Cl:28])=[CH:26][C:25]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:24][C:23]=2[Cl:37])[CH2:10][CH2:9][N:8]([CH:11]2[CH2:19][CH2:18][C:14]3[N:15]=[CH:16][NH:17][C:13]=3[CH2:12]2)[C:7]1=[O:20])=[O:5])C.[OH-].[Na+]>CO>[CH2:30]([O:29][C:25]1[CH:26]=[C:27]([Cl:28])[C:22]([CH2:21][C:6]2([C:4]([OH:5])=[O:3])[CH2:10][CH2:9][N:8]([CH:11]3[CH2:19][CH2:18][C:14]4[N:15]=[CH:16][NH:17][C:13]=4[CH2:12]3)[C:7]2=[O:20])=[C:23]([Cl:37])[CH:24]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 686483313-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid ethyl ester

생성물 1

HCID 686483303-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Dissolve 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid ethyl ester (3 g, 5.5 mmol) (Preparation 11) in 10 ml of Methanol and then add 10 ml of 2N NaOH. Stir this mixture for 16 h, concentrate, and then add dioxane and acetic acid to obtain 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid which is not isolated. Reflux the mixture overnight, quench with water and extract with ethyl acetate. Wash the extracts with saturated bicarbonate and concentrate to 3-(4-Benzyloxy-2,6-dichloro-benzyl)-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidin-2-one product (2.6 g). MS: m/z (M+1)=470.

후처리

  1. concentrationconcentrate

출처 및 근거

ORD 기록
ord-1657d61c5f964ec5a735ed6e033764a4
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820659B2

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