2-chloro-N,N-dimethylacetamide → HCID 59612525, compound

HRID 1890058Notes

Reaction equation

HRID 1890058 reaction equation
[F:1][CH:2]([F:33])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[N:11]([N:15]=[C:16]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([CH:25]5[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]5)=[CH:21][CH:20]=4)[N:17]=3)[CH:12]=[CH:13][CH:14]=2)=[C:5]([O:31][CH3:32])[CH:4]=1.Cl[CH2:35][C:36]([N:38]([CH3:40])[CH3:39])=[O:37]>>[F:33][CH:2]([F:1])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[N:11]([N:15]=[C:16]([NH:18][C:19]4[CH:20]=[CH:21][C:22]([CH:25]5[CH2:26][CH2:27][N:28]([CH2:35][C:36]([N:38]([CH3:40])[CH3:39])=[O:37])[CH2:29][CH2:30]5)=[CH:23][CH:24]=4)[N:17]=3)[CH:12]=[CH:13][CH:14]=2)=[C:5]([O:31][CH3:32])[CH:4]=1

Participants

3

Reactant 2

HCID 758862-chloro-N,N-dimethylacetamideHCID 59612463HCID 59612463, compound

Product 1

HCID 59612525HCID 59612525, compound

Procedure

2-(4-{4-[8-(4-difluoromethyl-2-methoxy-phenyl)-[1,2,4]-triazolo[1,5-a]pyridin-2-ylamino]-phenyl}-piperidin-1-yl)-N,N-dimethyl-acetamide was prepared from [8-(4-difluoromethyl-2-methoxy-phenyl)-[1,2,4]-triazolo[1,5-a]pyridin-2-yl]-(4-piperidin-4-yl-phenyl)-amine (0.160 g, 0.356 mmol) and 2-chloro-N,N-dimethyl-acetamide (0.055 mL, 0.534 mmol) in a manner analogous to Example 313 to give product (0.035 g, 18%). MP=199-202° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.56 (s, 1H), 8.79 (d, 1H), 7.70 (d, 1H), 7.55 (m, 3H), 7.32 (s, 1H), 7.25 (d, 1H), 7.15 (d, 2H), 7.10 (br m, 1H), 7.05 (m, 1H), 3.81 (s, 3H), 3.12 (s, 2H), 3.05 (s, 3H), 2.90 (m, 2H), 2.82 (s, 3H), 2.38 (m, 1H), 2.10 (m, 2H), 1.65 (br m, 4H): MS=535 (MH)+.

Sources & evidence

ORD record
ord-7349aa0ad6eb466ca6001bc682dab4df
Source dataset
uspto-grants-2013_08
Patent number
US08501936B2

Reaction notes

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