2-Bromo-5-(trifluoromethyl)pyridine → HCID 58614722, compound

HRID 922877Notes

Reaction equation

HRID 922877 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[CH:4][C:3]=1B1OC(C)(C)C(C)(C)O1.[F:30][C:31]([F:40])([F:39])[C:32]1[CH:33]=[CH:34][C:35](Br)=[N:36][CH:37]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:11]=[CH:12][C:13]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:14][CH:15]=2)=[CH:4][C:3]=1[C:35]1[CH:34]=[CH:33][C:32]([C:31]([F:40])([F:39])[F:30])=[CH:37][N:36]=1

Participants

3

Reactant 2

HCID 27364342-Bromo-5-(trifluoromethyl)pyridineHCID 66895871HCID 66895871, compound

Product 1

HCID 58614722HCID 58614722, compound

Procedure

N-(4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(methylsulfonyl)benzamide (˜1.0 mmol) was used in Procedure A with 5-trifluoromethyl-2-bromopyridine (226 mg, 1 mmol). Purified by silica gel chromatography (0-10% acetone/dichloromethane) to yield N-(4-chloro-3-(5-(trifluoromethyl)pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide as a white solid: MS (Q1) 455 (M)+.

Workup

  1. customPurified by silica gel chromatography (0-10% acetone/dichloromethane)

Sources & evidence

ORD record
ord-956e8ab432b2482ebeab89d1c29abfe8
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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