2-amino-4-fluoro-N-methylbenzamide → 2-[[2-[(2,5-dimethylpyrazol-3-yl)amino]-5-(trifluoromethyl)-4-pyridyl]amino]-4-fluoro-N-methyl-benzamide

HRID 1045979

Reaction equation

HRID 1045979 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][C:8]2[CH:13]=[C:12](I)[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][N:9]=2)=[CH:5][C:4]([CH3:19])=[N:3]1.[NH2:20][C:21]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:22]=1[C:23]([NH:25][CH3:26])=[O:24]>>[CH3:1][N:2]1[C:6]([NH:7][C:8]2[CH:13]=[C:12]([NH:20][C:21]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:22]=3[C:23]([NH:25][CH3:26])=[O:24])[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][N:9]=2)=[CH:5][C:4]([CH3:19])=[N:3]1

Participants

3

Reactant 2

HCID 569516612-amino-4-fluoro-N-methylbenzamideHCID 67075489N-(1,3-dimethylpyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 569512922-[[2-[(2,5-dimethylpyrazol-3-yl)amino]-5-(trifluoromethyl)-4-pyridyl]amino]-4-fluoro-N-methyl-benzamide

Procedure

This compound was prepared from N-(1,3-dimethylpyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine and 2-amino-4-fluoro-N-methylbenzamide. 54 mg, 33%; triturated in tBuOMe; NMR Spectrum: (DMSOd6) 2.08 (s, 3H), 2.76 (d, 3H), 3.55 (s, 3H), 6.04 (s, 1H), 6.76 (s, 1H), 6.95 (ddd, 1H), 7.39 (dd, 1H), 7.79 (dd, 1H), 8.27 (s, 1H), 8.69 (q, 1H), 9.06 (s, 1H), 10.65 (s, 1H); Mass spectrum: MH+ 423.

Workup

  1. customtriturated in tBuOMe

Sources & evidence

ORD record
ord-f34f1c4b4a424d1e83c8152bebd7c626
Source dataset
uspto-grants-2013_10
Patent number
US08569298B2

Linked notes

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