trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid → HCID 68752913, compound

HRID 1912952Notes

Reaction equation

HRID 1912952 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/B(O)O)=[CH:5][CH:4]=1.[CH3:16][C:17]([CH3:38])([CH3:37])[CH2:18][C:19]([NH:21][C:22]1[C:30](C2C=NC=CC=2)=[C:25]2[N:26]=[CH:27][CH:28]=[CH:29][N:24]2[N:23]=1)=[O:20]>>[CH3:16][C:17]([CH3:38])([CH3:37])[CH2:18][C:19]([NH:21][C:22]1[C:30](/[CH:10]=[CH:9]/[C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:15])([F:14])[F:1])=[CH:4][CH:5]=2)=[C:25]2[N:26]=[CH:27][CH:28]=[CH:29][N:24]2[N:23]=1)=[O:20]

Participants

3

Reactant 2

HCID 6153620trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acidHCID 687511603,3-dimethyl-N-[3-(pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-2-yl]butanamide

Product 1

HCID 68752913HCID 68752913, compound

Procedure

Trans-2-[4-(trifluoromethyl)phenyl]vinylboronic acid and the product from Example 110B were processed using the method analogous to that described in Example 110C to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.27-10.28 (bs, 1H), 9.11 (dd, J=6.9, 1.7 Hz, 1H), 8.69 (dd, J=4.1, 1.7 Hz, 1H), 7.63-7.73 (m, 5H), 7.34 (d, J=16.5 Hz, 1H), 7.15 (dd, J=6.9, 4.1 Hz, 1H), 2.35 (s, 2H), 1.09 (s, 9H); MS (ESI) m/z 403 (M+H)+.

Sources & evidence

ORD record
ord-eb41a81df5444db492c8637bc2d71f16
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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