4-Fluorobenzenesulfonyl chloride → HCID 86718333, compound

HRID 1052375Notes

Reaction equation

HRID 1052375 reaction equation
[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([B:10]2[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]2)=[CH:5][N:4]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:9][C:8]2[C:3]([O:2][CH3:1])=[N:4][CH:5]=[C:6]([B:10]3[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]3)[CH:7]=2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 595579202-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

Product 1

HCID 86718333HCID 86718333, compoundYield 38%

Procedure

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine (200 mg, 0.8 mmol) was treated with 4-fluorobenzenesulfonyl chloride (311 mg, 1.6 mmol) according to the method described In Preparation 15b to give 124 mg (37.5% yield) of the title compound as an oil. Purity 88%.

Sources & evidence

ORD record
ord-e9c22a2937704ea38dcfb418c8fba461
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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