2-chloro-N,N-dimethylacetamide → HCID 86648359, compound

HRID 1890007Notes

Reaction equation

HRID 1890007 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[C:13]1[N:18]2[N:19]=[C:20]([C:22]3([CH2:40][C:41]([N:43]([CH3:45])[CH3:44])=[O:42])[CH:39]=[CH:38][C:25]4[CH2:26][CH2:27][N:28](CCS(=O)(=O)NC)[CH2:29][CH2:30][C:24]=4[CH2:23]3)[N:21]=[C:17]2[CH:16]=[CH:15][CH:14]=1.ClCC(N(C)C)=O>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:11])([F:12])[F:10])=[CH:5][C:4]=1[C:13]1[N:18]2[N:19]=[C:20]([C:22]3([CH2:40][C:41]([N:43]([CH3:45])[CH3:44])=[O:42])[CH:39]=[CH:38][C:25]4[CH2:26][CH2:27][NH:28][CH2:29][CH2:30][C:24]=4[CH2:23]3)[N:21]=[C:17]2[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 758862-chloro-N,N-dimethylacetamideHCID 86648360HCID 86648360, compound

Product 1

HCID 86648359HCID 86648359, compoundYield 29%

Procedure

2-(7-[5-(2-Methoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[3-(2-methylsulfamyl-ethy)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-N,N-dimethyl-acetamide was prepared from [5-(2-methoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl-amino]-1,2,4,5-tetrahydro-3-benzazepin-7-yl)-amine (0.118 g, 0.26 mmol) and 2-chloro-N,N-dimethyl-acetamide (0.047 g, 0.387 mmol) in a manner analogous to Example 235. Product was isolated as a foam (0.041 g, 29%). 1H NMR (400 MHz, CDCl3, δ, ppm): 7.91 (s, 1H), 7.82 (d, J=8.8 Hz, 1H), 7.57-7.52 (m, 2H), 7.39 (s, 1H), 7.33-7.29 (m, 1H), 7. 21 (d, J=8.8 Hz, 1H), 7.06-6.98 (m, 2H), 6.91 (s, 1H), 4.67-4.56 (m, 4H), 3.89 (s, 3H), 3.21 (s, 2H), 3.17-3.09 (m, 4H), 2.99 (s, 6H). MS=539 (MH)+.

Sources & evidence

ORD record
ord-c02804f131e744fa935b7e3d0966e4f8
Source dataset
uspto-grants-2013_08
Patent number
US08501936B2

Reaction notes

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