2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → HCID 1519932, compound
Reaction equation
Cl[CH2:2][C:3]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4].[NH:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[C:16]1[SH:24]>>[NH:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[C:16]1[S:24][CH2:2][C:3]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4]Participants
3
Procedure
The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 1H-benzo[d]imidazole-2-thiol as the nucleophile to yield 16 as a white solid (82%): MS m/z: 324 (M+H)+. Anal. Calcd. For, C18H17N3OS: C, 66.85; H, 5.30; N, 12.99; S, 9.91. Found: C, 66.78; H, 5.41; N, 12.90; S, 9.72.
Workup
- customThe title compound was synthesized
Sources & evidence
- ORD record
- ord-bfbb97d736a9439b8413a34063a8453a
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08916550B2
Reaction notes
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