3-(Diethylboryl)pyridine → {5-Chloro-6-[(3R)-3-methyl-4-(7-pyridin-3-yl-5-trifluoromethyl-1H-benzoimidazol-2-yl)-piperazin-1-yl]-pyridin-3-yl}-methanol

HRID 730883Notes

Reaction equation

HRID 730883 reaction equation
Br[C:2]1[C:7]2[NH:8][C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[N:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:18]=4[Cl:25])[CH2:13][C@H:12]3[CH3:26])=[N:10][C:6]=2[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.C(B(CC)[C:34]1[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=1)C>>[Cl:25][C:18]1[CH:19]=[C:20]([CH2:23][OH:24])[CH:21]=[N:22][C:17]=1[N:14]1[CH2:15][CH2:16][N:11]([C:9]2[NH:8][C:7]3[C:2]([C:34]4[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=4)=[CH:3][C:4]([C:27]([F:29])([F:30])[F:28])=[CH:5][C:6]=3[N:10]=2)[C@H:12]([CH3:26])[CH2:13]1

Participants

3

Reactant 2

HCID 6428513-(Diethylboryl)pyridineHCID 178461535HCID 178461535, compound

Product 1

HCID 178461538{5-Chloro-6-[(3R)-3-methyl-4-(7-pyridin-3-yl-5-trifluoromethyl-1H-benzoimidazol-2-yl)-piperazin-1-yl]-pyridin-3-yl}-methanol

Procedure

{6-[(3R)-4-(7-Bromo-5-trifluoromethyl-1H-benzoimidazol-2-yl)-3-methyl-piperazin-1-yl]-5-chloro-pyridin-3-yl}-methanol (152 mg, 0.3 mmol, Example 151) and 3-diethylboranyl-pyridine (118 mg, 0.6 mmol, Aldrich) reacted under the conditions of Example 158 to give the title compound. MS (ESI, pos. ion) m/z: 503 (M+1).

Sources & evidence

ORD record
ord-3377e9332f0d40a6b1ff84c22e941fd5
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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