2-Cyclohexylvinyl boronic acid → HCID 86665184, compound

HRID 1912972Notes

Reaction equation

HRID 1912972 reaction equation
Br[C:2]1[C:3]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:4][N:5]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=12.[CH:19]1([CH:25]=[CH:26]B(O)O)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>>[CH:19]1(/[CH:25]=[CH:26]/[C:2]2[C:3]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:4][N:5]3[CH:10]=[CH:9][CH:8]=[N:7][C:6]=23)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 41851492-Cyclohexylvinyl boronic acidHCID 68749841Tert-butyl 3-bromopyrazolo[1,5-a]pyrimidin-2-ylcarbamate

Product 1

HCID 86665184HCID 86665184, compound

Procedure

The product from Example 148A and 2-cyclohexylethenylboronic acid were processed using the method analogous to that described in Example 110C to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 9.38 (s, 1H), 8.96 (dd, J=6.9, 1.7 Hz, 1H), 8.53 (dd, J=4.1, 1.7 Hz, 1H), 7.00 (dd, J=6.9, 4.0 Hz, 1H), 6.58 (dd, J=16.1, 6.8 Hz, 1H), 6.30 (dd, J=16.1, 1.2 Hz, 1H), 2.04-2.14 (m, 1H), 1.58-1.84 (m, 5H), 1.46 (s, 9H), 1.07-1.41 (m, 5H); MS (ESI) m/z 341 (M−H)−.

Sources & evidence

ORD record
ord-2459e27ef2d54728a4289ee57603d5e8
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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