Acetonitrile → 5-Pyridin-3-yl-thiophene-2-sulfonic acid [1-(2-amino-5-cyano-benzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

HRID 1636791

반응식

HRID 1636791 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[S:11][C:10]([S:12](Cl)(=[O:14])=[O:13])=[CH:9][CH:8]=2)[CH:2]=1.Cl.[NH2:17][C@H:18]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=2)[C:27]#[N:28])[C:19]1=[O:32].CC#[N:35]>>[NH2:35][C:31]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][C:24]=1[CH2:23][N:20]1[CH2:21][CH2:22][C@H:18]([NH:17][S:12]([C:10]2[S:11][C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[CH:8][CH:9]=2)(=[O:14])=[O:13])[C:19]1=[O:32]

참가 물질

4

실험 절차

The title compound is prepared in CH3CN instead of CH2Cl2 as described in EXAMPLE 1, Part E using 5-pyridin-3-yl-thiophene-2-sulfonyl chloride in place of benzo[b]thiophene-2-sulfonyl chloride and substituting 4-amino-[3-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)]-benzonitrile dihydrochloride for 3-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-benzonitrile hydrochloride. The crude product is obtained by diluting with ethyl acetate and washing with saturated sodium bicarbonate (aq.), water and brine. The organic layer is dried over MgSO, filtered and concentrated. The crude product is purified by column chromatography eluting with 50% EtOAc/CH2Cl2 to give a light brown solid.

출처 및 근거

ORD 기록
ord-ca3101b4b8954db28f32373cd6bb8de2
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06034093

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