5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 60209407, compound
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][C:25]([F:28])([F:27])[F:26])[CH:14]=3)[CH:10]=[C:9]([C:29]([F:32])([F:31])[F:30])[N:8]=2)[CH:6]=1.[NH2:33][C:34]1[CH:39]=[CH:38][C:37](B2OC(C)(C)C(C)(C)O2)=[CH:36][N:35]=1>>[F:28][C:25]([F:26])([F:27])[CH2:24][O:23][C:15]1[CH:14]=[C:13]([C:11]2[CH:10]=[C:9]([C:29]([F:31])([F:30])[F:32])[N:8]=[C:7]([N:5]3[CH:6]=[C:2]([C:37]4[CH:38]=[CH:39][C:34]([NH2:33])=[N:35][CH:36]=4)[N:3]=[CH:4]3)[N:12]=2)[CH:18]=[CH:17][C:16]=1[C:19]([F:22])([F:21])[F:20]Participants
3
Procedure
The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-[3-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-phenyl]-6-trifluoromethyl-pyrimidine (example E.54) (0.268 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.13 g, 0.6 mmol) according to the general procedure VI. Obtained as a yellow solid (0.056 g, 20%). MS (ISP) 549.2 [(M+H)+]; mp 285° C.
Sources & evidence
- ORD record
- ord-306310d71a3848ceb081c777c5681f55
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183262B2
Reaction notes
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