2-chloro-N,N-dimethylacetamide → HCID 59612493, compound

HRID 1890088Notes

Reaction equation

HRID 1890088 reaction equation
[F:1][CH:2]([F:36])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:6]=1[C:15]1[C:16]2[N:17]([N:21]=[C:22]([NH:24][C:25]3[CH:35]=[CH:34][C:28]4[CH2:29][CH2:30][NH:31][CH2:32][CH2:33][C:27]=4[CH:26]=3)[N:23]=2)[CH:18]=[CH:19][CH:20]=1.Cl[CH2:38][C:39]([N:41]([CH3:43])[CH3:42])=[O:40]>>[F:36][CH:2]([F:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:6]=1[C:15]1[C:16]2[N:17]([N:21]=[C:22]([NH:24][C:25]3[CH:35]=[CH:34][C:28]4[CH2:29][CH2:30][N:31]([CH2:38][C:39]([N:41]([CH3:43])[CH3:42])=[O:40])[CH2:32][CH2:33][C:27]=4[CH:26]=3)[N:23]=2)[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 758862-chloro-N,N-dimethylacetamideHCID 59612583HCID 59612583, compound

Product 1

HCID 59612493HCID 59612493, compound

Procedure

2-(7-{8-[2-(2,2-Difluoro-ethoxy)-5-methanesulfonyl-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino}-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-N,N-dimethyl-acetamide was prepared from {8-[2-(2,2-difluoro-ethoxy)-5-methanesulfonyl-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl}-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-amine (0.127 g, 0.247 mmol) and 2-chloro-N,N-dimethyl-acetamide (0.038 mL, 0.371 mmol) in a manner analogous to Example 313 to give product (0.060 g, 40%). MP=128-130° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.50 (s, 1H), 8.81 (d, 1H), 8.20 (s, 1H), 8.00 d, 1H), 7.65 (d, 1H), 7.50 (m, 2H), 7.32 (s, 1H), 7.10 (t, 1H), 6.98 (d, 1H), 6.28 (br m, 1H), 4.54 (m, 2H), 3.25 (m, 5H), 3.10 (s, 3H), 2.80 (m, 7H), 2.60 (m, 4H). MS=599 (MH)+.

Sources & evidence

ORD record
ord-49102f9eec2e436584cefbe442aa80bf
Source dataset
uspto-grants-2013_08
Patent number
US08501936B2

Reaction notes

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