2-Aminopyrimidine-5-boronic acid, pinacol ester → HCID 60209410, compound

HRID 1989398Notes

Reaction equation

HRID 1989398 reaction equation
Br[C:2]1[N:3]=[CH:4][N:5]([C:7]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[CH:10]=[C:9]([C:23]([F:26])([F:25])[F:24])[N:8]=2)[CH:6]=1.[NH2:27][C:28]1[N:33]=[CH:32][C:31](B2OC(C)(C)C(C)(C)O2)=[CH:30][N:29]=1>>[F:24][C:23]([F:26])([F:25])[C:9]1[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[N:12]=[C:7]([N:5]2[CH:6]=[C:2]([C:31]3[CH:30]=[N:29][C:28]([NH2:27])=[N:33][CH:32]=3)[N:3]=[CH:4]2)[N:8]=1

Participants

3

Reactant 2

HCID 177502122-Aminopyrimidine-5-boronic acid, pinacol esterHCID 57468771HCID 57468771, compound

Product 1

HCID 60209410HCID 60209410, compound

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-(3-trifluoromethylphenyl)-6-trifluoromethyl-pyrimidine (example E.57) (0.22 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (0.13 g, 0.6 mmol) according to the general procedure VI. Obtained as a yellow solid (0.106 g, 47%). MS (ISP) 452.0 [(M+H)+]; mp 223° C.

Sources & evidence

ORD record
ord-45c2d2b7dee1472f90f909ae3ba82e32
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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