Trifluoroacetic acid → HCID 178422946, compound

HRID 579050Notes

Reaction equation

HRID 579050 reaction equation
C(O)(C(F)(F)F)=O.Br[C:9]1[CH:10]=[N:11][N:12]([C:16]2[CH:31]=[CH:30][C:19]([C:20]([NH:22][CH2:23][CH:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[O:21])=[CH:18][N:17]=2)[C:13]=1[O:14]C.[CH3:32][C:33]1[CH:38]=[C:37](B(O)O)[CH:36]=[C:35]([CH3:42])[N:34]=1>>[CH3:32][C:33]1[CH:38]=[C:37]([C:9]2[CH:10]=[N:11][N:12]([C:16]3[CH:31]=[CH:30][C:19]([C:20]([NH:22][CH2:23][CH:24]4[CH2:29][CH2:28][O:27][CH2:26][CH2:25]4)=[O:21])=[CH:18][N:17]=3)[C:13]=2[OH:14])[CH:36]=[C:35]([CH3:42])[N:34]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 23546910(2,6-Dimethylpyridin-4-yl)boronic acidHCID 1176002516-(4-bromo-5-methoxy-1H-pyrazol-1-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide

Product 1

HCID 178422946HCID 178422946, compound

Procedure

The title compound, as a TFA salt, was prepared in a manner similar to Example 222 using 6-(4-bromo-5-methoxy-1H-pyrazol-1-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide and (2,6-dimethylpyridin-4-yl)boronic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.15-1.27 (m, 2 H) 1.57-1.67 (m, 2 H) 1.77-1.86 (m, 1 H) 2.57 (br. s., 6H) 3.17-3.24 (m, 2 H) 3.24-3.32 (m, 2 H) 3.79-3.92 (m, 2 H) 8.06 (br. s., 2 H) 8.42-8.60 (m, 2 H) 8.72-8.86 (m, 2 H) 8.86-8.97 (m, 1 H) 14.03 (br. s., 1 H). MS m/z [M+H]+ 408.5.

Sources & evidence

ORD record
ord-7bff6abcc1874a739c6c7bf2eda72011
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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