2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → HCID 1169875, 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].[CH3:15][N:16]1[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:19][N:18]=[C:17]1[SH:27]>>[N:5]1([C:3](=[O:4])[CH2:2][S:27][C:17]2[N:16]([CH3:15])[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:19][N:18]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1Participants
3
Procedure
The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 1-methyl-5-phenyl-1H-imidazole-2-thiol as the nucleophile to yield 28 as an off-white solid (42%): MS m/z: 364 (M+H)+. Anal. Calcd. For, C21H21N3OS: C, 69.39; H, 5.82; N, 11.56; S, 8.82. Found: C, 69.29; H, 5.83; N, 11.40; S, 8.83.
Workup
- customThe title compound was synthesized
Sources & evidence
- ORD record
- ord-6f3b7d2f71f145819458c771f9e75caa
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07803790B2
Reaction notes
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