Triethylamine → Benzo[b]thiophene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

HRID 2746

반응식

HRID 2746 반응식
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[C:12]#[N:13])[C:4]1=[O:17].[S:18]1[C:22]([S:23](Cl)(=[O:25])=[O:24])=[CH:21][C:20]2[CH:27]=[CH:28][CH:29]=[CH:30][C:19]1=2.C(N(CC)CC)C>C(Cl)Cl.CCOC(C)=O>[C:12]([C:11]1[CH:10]=[C:9]([CH:16]=[CH:15][CH:14]=1)[CH2:8][N:5]1[CH2:6][CH2:7][C@H:3]([NH:2][S:23]([C:22]2[S:18][C:19]3[CH:30]=[CH:29][CH:28]=[CH:27][C:20]=3[CH:21]=2)(=[O:24])=[O:25])[C:4]1=[O:17])#[N:13]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 27763331-Benzothiophene-2-sulfonyl chlorideHCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

생성물 1

HCID 15886959Benzo[b]thiophene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide수율 79%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-benzonitrile hydrochloride (0.36 g, 1.43 mmol) in 15 mL of CH2Cl2 is added benzo[b]thiophene-2-sulfonyl chloride (0.32 g, 1.38 mmol). To the resulting solution is added triethylamine (0.29 g, 2.88 mmol). After 16 h, the solution is diluted with EtOAc. The solution is washed with 1N HCl, saturated NaHCO3, and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The title compound (0.45 g, 1.09 mmol) is obtained as white solid.

후처리

  1. washThe solution is washed with 1N HCl, saturated NaHCO3, and saturated NaCl
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9e191b19e3934f0d93b05d666f8a5d42
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731315

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