((1E)-prop-1-en-1-yl)boronic acid → HCID 68752455, compound

HRID 1912965Notes

Reaction equation

HRID 1912965 reaction equation
[CH3:1][C:2]([CH3:23])([CH3:22])[CH2:3][C:4]([NH:6][C:7]1[C:15]([C:16]2C=NC=[CH:20][CH:21]=2)=[C:10]2[N:11]=[CH:12][CH:13]=[CH:14][N:9]2[N:8]=1)=[O:5].C(/B(O)O)=C\C>>[CH3:1][C:2]([CH3:22])([CH3:23])[CH2:3][C:4]([NH:6][C:7]1[C:15](/[CH:16]=[CH:21]/[CH3:20])=[C:10]2[N:11]=[CH:12][CH:13]=[CH:14][N:9]2[N:8]=1)=[O:5]

Participants

3

Reactant 2

HCID 6157276((1E)-prop-1-en-1-yl)boronic acidHCID 687511603,3-dimethyl-N-[3-(pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-2-yl]butanamide

Product 1

HCID 68752455HCID 68752455, compound

Procedure

The product from Example 110B and trans-1-propen-1-ylboronic acid 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 9.99-10.02 (bs, 1H), 8.99 (dd, J=6.9, 1.7 Hz, 1H), 8.54 (dd, J=4.1, 1.7 Hz, 1H), 7.02 (dd, J=6.9, 4.1 Hz, 1H), 6.63 (dq, J=15.8, 6.6 Hz, 1H), 6.31 (dd, J=15.9, 2.0 Hz, 1H), 2.26 (s, 2H), 1.85 (dd, J=6.6, 1.7 Hz, 3H), 1.06 (s, 9H); MS (ESI) m/z 273 (M+H)+.

Sources & evidence

ORD record
ord-049ccdb3aff9430b8f441a01413911a3
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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