Sulfuric Acid → Ethyl 2-(3-bromo-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl) [1,2,4]triazol-5-ylmethylcarbamoyl)indole-1-acetate

HRID 963055

Reaction equation

[Br:1][C:2]1[N:6]2[C:7]3[S:21][C:20]([CH2:22][CH3:23])=[CH:19][C:8]=3[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])=[N:10][CH2:11][C:5]2=[N:4][N:3]=1.S(=O)(=O)(O)O.C(=O)([O-])[OH:30].[Na+].[CH2:34]([O:36][C:37]([CH2:39][N:40]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH:42]=[C:41]1[C:49](Cl)=[O:50])=[O:38])[CH3:35]>C(Cl)(Cl)Cl>[Br:1][C:2]1[N:6]([C:7]2[S:21][C:20]([CH2:22][CH3:23])=[CH:19][C:8]=2[C:9](=[O:30])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:5]([CH2:11][NH:10][C:49]([C:41]2[N:40]([CH2:39][C:37]([O:36][CH2:34][CH3:35])=[O:38])[C:48]3[C:43]([CH:42]=2)=[CH:44][CH:45]=[CH:46][CH:47]=3)=[O:50])=[N:4][N:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

9-Bromo-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine is added to 2M sulfuric acid, and the mixture is stirred at 80° C. overnight. Sodium hydrogencarbonate is added to the reaction mixture to make the mixture alkaline. Chloroform and 1-ethoxycarbonylmethylindole-2-carbonyl chloride are added, and the mixture is stirred at room temperature for 2 hours to give ethyl 2-(3-bromo-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl) [1,2,4]triazol-5-ylmethylcarbamoyl)indole-1-acetate.

Workup

stirringthe mixture is stirred at room temperature for 2 hours

Sources & evidence

ORD record: ord-af9f8ca814e94e85a28d22b03ef4b8ea
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05760032

Linked notes

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