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MeOH tetrahydrofuran → (+/-)-1-(4-Amino-quinazolin-7-ylmethyl)-4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-6-oxo-piperazine-2-carboxylic acid

HRID 1433018
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인쇄 미리보기

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HRID 1433018 반응식
C[O:2][C:3]([CH:5]1[CH2:10][N:9]([S:11]([C:14]2[S:18][C:17]3[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:16]=3[CH:15]=2)(=[O:13])=[O:12])[CH2:8][C:7](=[O:24])[N:6]1[CH2:25][C:26]1[CH:35]=[C:34]2[C:29]([C:30]([NH2:36])=[N:31][CH:32]=[N:33]2)=[CH:28][CH:27]=1)=[O:4].C1COCC1.CO>O>[NH2:36][C:30]1[C:29]2[C:34](=[CH:35][C:26]([CH2:25][N:6]3[C:7](=[O:24])[CH2:8][N:9]([S:11]([C:14]4[S:18][C:17]5[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:16]=5[CH:15]=4)(=[O:12])=[O:13])[CH2:10][CH:5]3[C:3]([OH:4])=[O:2])=[CH:27][CH:28]=2)[N:33]=[CH:32][N:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 21899815MeOH tetrahydrofuranHCID 54356203(+/-)-1-(4-Amino-quinazolin-7-ylmethyl)-4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-6-oxo-piperazine-2-carboxylic acid methyl ester

생성물 1

HCID 17985189(+/-)-1-(4-Amino-quinazolin-7-ylmethyl)-4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-6-oxo-piperazine-2-carboxylic acid수율 75.2%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

Water (1 mL) is added to a solution containing (±)-1-(4-amino-quinazolin-7-ylmethyl)-4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-6-oxo-piperazine-2-carboxylic acid methyl ester (20 mg, 0.03 mmol), EXAMPLE 799, in a 1:1 mixture of THF/MeOH (2 mL). At ambient temperature, LiOH monohydrate (15 mg, 0.35 mmol) is then added. After 16 h, the reaction mixture is diluted with water and purified by reverse-phase HPLC [Buffer A: water w/0.1% TFA; Buffer B: CH3CN w/0.1% TFA; Gradient: 0% B to 60% B over 30 min] to provide 12 mg (63%) of the title compound as a white solid.

후처리

  1. custompurified by reverse-phase HPLC [Buffer A: water

출처 및 근거

ORD 기록
ord-93a6c16831f44c64a72a2e413dd34e89
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07612075B2

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