3,3-Dimethyl-1-butenylboronic acid → HCID 68752051, compound

HRID 1912948Notes

Reaction equation

HRID 1912948 reaction equation
[CH3:1][C:2]([CH3:9])([CH3:8])[CH:3]=[CH:4]B(O)O.[CH3:10][C:11]([CH3:32])([CH3:31])[CH2:12][C:13]([NH:15][C:16]1[C:24](C2C=NC=CC=2)=[C:19]2[N:20]=[CH:21][CH:22]=[CH:23][N:18]2[N:17]=1)=[O:14]>>[CH3:1][C:2]([CH3:9])([CH3:8])/[CH:3]=[CH:4]/[C:24]1[C:16]([NH:15][C:13](=[O:14])[CH2:12][C:11]([CH3:31])([CH3:10])[CH3:32])=[N:17][N:18]2[CH:23]=[CH:22][CH:21]=[N:20][C:19]=12

Participants

3

Reactant 2

HCID 27632983,3-Dimethyl-1-butenylboronic acidHCID 687511603,3-dimethyl-N-[3-(pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-2-yl]butanamide

Product 1

HCID 68752051HCID 68752051, compound

Procedure

3,3-Dimethyl-1-butenylboronic acid (Aalenchem) 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 (500 MHz, DMSO-d6) δ ppm 10.03-10.05 (bs, 1H), 9.00 (dd, J=6.9, 1.7 Hz, 1H), 8.57 (dd, J=4.1, 1.7 Hz, 1H), 7.03 (dd, J=6.9, 4.1 Hz, 1H), 6.75 (d, J=16.3 Hz, 1H), 6.23 (d, J=16.3 Hz, 1H), 2.26 (s, 2H), 1.09 (s, 9H), 1.07 (s, 9H); MS (ESI) m/z 315 (M+H)+.

Sources & evidence

ORD record
ord-791790233c89419b98e11d91535a1acc
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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