5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 60209388, compound

HRID 1928089Notes

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

Participants

Reactant 2

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

HCID 57468758HCID 57468758, compound

Product 1

HCID 60209388HCID 60209388, compound

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-(4-chloro-3-methyl-phenyl)-6-trifluoromethyl-pyrimidine (example E.40) (0.21 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 (0.096 g, 45%). MS (ISP) 431.2 [(M+H)+]; mp 276° C.

Sources & evidence

ORD record: ord-4e0f9ffa94fa4eaeb980eb0e77aa3a58
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183262B2

Reaction notes

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