Boronic Acid → HCID 44251382, compound

HRID 1409137Notes

Reaction equation

HRID 1409137 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][C:16]([C:19]([OH:22])([CH3:21])[CH3:20])=[CH:15][CH:14]=2)[CH:3]=1.B(O)O>>[OH:22][C:19]([C:16]1[CH:17]=[CH:18][C:13]([C:12]([NH:11][C:4]2[CH:3]=[C:2]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=2)=[O:23])=[CH:14][CH:15]=1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 61668Boronic AcidHCID 86652272N-(7-chloropyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide

Product 1

HCID 44251382HCID 44251382, compound

Procedure

The titled compound was prepared using a procedure analogous to that described in connection with Example 15 except that N-(7-chloropyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide (2D) and the corresponding boronic acid or ester were used as starting material. The product was obtained a yellow solid (16%). 1H NMR (400 MHz, MeOD) δ ppm 1.57 (s, 6H) 6.55 (d, J=2.27 Hz, 1H) 7.57-7.63 (m, 3H) 7.68 (d, J=8.59 Hz, 2H) 7.99 (d, J=8.84 Hz, 2H) 8.04-8.08 (m, 3H) 8.09 (d, J=2.27 Hz, 1H). ESI-MS: m/z 373.0 (M+H)+.

Sources & evidence

ORD record
ord-928c5be70a4247b3811c6d8d0e55c2bd
Source dataset
uspto-grants-2014_12
Patent number
US08921358B2

Reaction notes

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