2-Aminopyrimidine-5-boronic acid, pinacol ester → HCID 60209455, compound

HRID 1928263Notes

Reaction equation

HRID 1928263 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH:11]=[C:10]([C:21]([F:24])([F:23])[F:22])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH2:25][C:26]1[N:31]=[CH:30][C:29](B2OC(C)(C)C(C)(C)O2)=[CH:28][N:27]=1>>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[CH:11]=[C:10]([C:21]([F:24])([F:23])[F:22])[N:9]=[C:8]([C:4]3[CH:3]=[C:2]([C:29]4[CH:28]=[N:27][C:26]([NH2:25])=[N:31][CH:30]=4)[CH:7]=[CH:6][CH:5]=3)[CH:13]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 177502122-Aminopyrimidine-5-boronic acid, pinacol esterHCID 574687962-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-trifluoromethyl-pyridine

Product 1

HCID 60209455HCID 60209455, compound

Procedure

The title compound was prepared from 2-(3-bromo-phenyl)-4-(4-chloro-phenyl)-6-trifluoromethyl-pyridine (example E.82) (0.20 g, 0.485 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (0.118 g, 0.532 mmol) according to the general procedure VI. Obtained as a white solid (0.110 g, 53%). MS (ISP) 427.1 [(M+H)+] and 429 [(M+2+H)+]; mp 239° C.

Sources & evidence

ORD record
ord-f1cdb5f92b8c436db6358bc49fb3126e
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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