5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 60209380, compound

HRID 1928074Notes

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

Participants

Reactant 2

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

HCID 57468733HCID 57468733, compound

Product 1

HCID 60209380HCID 60209380, compound

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-(3-ethoxy-4-trifluoromethyl-phenyl)-6-trifluoromethyl-pyrimidine (example E.9) (0.24 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 a yellow solid (0.038 g, 15%). MS (ISP) 495.3 [(M+H)+]; mp 266.5° C.

Sources & evidence

ORD record: ord-2c1a827670b549968d075ae14a759cff
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183262B2

Reaction notes

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