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

HRID 2746

反応式

HRID 2746 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9e191b19e3934f0d93b05d666f8a5d42
出典データセット
uspto-grants-1998_03
特許番号
US05731315

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