5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 60209382, compound

HRID 1928080Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[C:16]([O:24][CH2:25][CH3:26])[CH:15]=3)[CH:11]=[C:10]([C:27]([F:30])([F:29])[F:28])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH2:31][C:32]1[CH:37]=[CH:36][C:35](B2OC(C)(C)C(C)(C)O2)=[CH:34][N:33]=1>>[CH2:25]([O:24][C:16]1[CH:15]=[C:14]([C:12]2[CH:11]=[C:10]([C:27]([F:30])([F:29])[F:28])[N:9]=[C:8]([C:4]3[CH:3]=[C:2]([C:35]4[CH:36]=[CH:37][C:32]([NH2:31])=[N:33][CH:34]=4)[CH:7]=[CH:6][CH:5]=3)[N:13]=2)[CH:19]=[CH:18][C:17]=1[C:20]([F:23])([F:22])[F:21])[CH3:26]

Participants

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

HCID 57468752HCID 57468752, compound

Product 1

HCID 60209382HCID 60209382, compound

Procedure

The title compound was prepared from 2-(3-bromo-phenyl)-4-(3-ethoxy-4-trifluoromethyl-phenyl)-6-trifluoromethyl-pyrimidine (example E.34) (0.25 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.14 g, 0.65 mmol) according to the general procedure VI. Obtained as an off-white solid (0.157 g, 62%). MS (ISP) 505.3 [(M+H)+]; mp 208° C.

Sources & evidence

ORD record: ord-974af7a02ced4cdfb6ccb664a2b18751
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183262B2

Reaction notes

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