2-Aminopyrimidine-5-boronic acid, pinacol ester → HCID 60209420, compound

HRID 1989411Notes

Reaction equation

HRID 1989411 reaction equation
Br[C:2]1[N:3]=[CH:4][N:5]([C:7]2[N:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[CH:10]=[C:9]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[N:8]=2)[CH:6]=1.[NH2:26][C:27]1[N:32]=[CH:31][C:30](B2OC(C)(C)C(C)(C)O2)=[CH:29][N:28]=1>>[CH:13]([C:11]1[CH:10]=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[N:8]=[C:7]([N:5]2[CH:6]=[C:2]([C:30]3[CH:29]=[N:28][C:27]([NH2:26])=[N:32][CH:31]=3)[N:3]=[CH:4]2)[N:12]=1)([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 177502122-Aminopyrimidine-5-boronic acid, pinacol esterHCID 57468780HCID 57468780, compound

Product 1

HCID 60209420HCID 60209420, compound

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-isopropyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example E.66) (0.21 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (0.14 g, 0.65 mmol) according to the general procedure VI. Obtained as an off-white solid (0.052 g, 24%). MS (ISP) 426.1 [(M+H)+]; mp 277° C.

Sources & evidence

ORD record
ord-9a778066e8f7426c91e94017d1f0d662
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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