3-Amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide → 2-(p-Chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide

HRID 345152노트

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HRID 345152 반응식
[NH2:1][CH:2]1[C:8](=[O:9])[N:7]([CH2:10][C:11]([NH2:13])=[O:12])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[S:4][CH:3]1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1.[NH:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[C:26]1[C:34](ON1C(=O)CCC1=O)=[O:35]>CN(C)C=O>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([CH:3]2[CH:2]([NH:1][C:34]([C:26]3[NH:25][C:33]4[C:28]([CH:27]=3)=[CH:29][CH:30]=[CH:31][CH:32]=4)=[O:35])[C:8](=[O:9])[N:7]([CH2:10][C:11]([NH2:13])=[O:12])[C:6]3[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=3[S:4]2)=[CH:23][CH:22]=1

참가 물질

4

반응물 2

HCID 146486333-Amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamideHCID 19993581Succinimido indolecarboxylate

생성물 1

HCID 146486342-(p-Chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide수율 63.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

In 30 ml of dimethylformamide are dissolved 0.9 g of 3-amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine- 5-acetamide and 1.2 g of succinimido 2-indolecarboxylate, and the solution is stirred at 65° C. for 13 hours. The reaction mixture is concentrated under reduced pressure and a saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate are added to the residue. The mixture is stirred for a while. The resulting crystals are collected by filtration, and the crystals are recrystallized from a mixed solvent of chloroform and methanol to give 0.8 g of 2-(p-chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide, m.p. 275°-290° C. (decomposition).

후처리

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. additiona saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate are added to the residue
  3. stirringThe mixture is stirred for a while
  4. filtrationThe resulting crystals are collected by filtration
  5. customthe crystals are recrystallized from a mixed solvent of chloroform and methanol

출처 및 근거

ORD 기록
ord-d156364644fd411b86b8bd179d79f373
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055464

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