(4-fluorophenyl)methanesulfonyl Chloride → HCID 90102918, compound

HRID 1052642Notes

Reaction equation

HRID 1052642 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([B:10]2[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]2)[CH:9]=1)[NH2:6].[F:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][S:27](Cl)(=[O:29])=[O:28])=[CH:22][CH:21]=1>>[F:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:26][S:27]([NH:6][C:5]2[CH:7]=[C:8]([B:10]3[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]3)[CH:9]=[C:3]([O:2][CH3:1])[CH:4]=2)(=[O:29])=[O:28])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 2759108(4-fluorophenyl)methanesulfonyl ChlorideHCID 901026273-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

Product 1

HCID 90102918HCID 90102918, compoundYield 94%

Procedure

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (822 mg, 3.29 mmol), was treated with (4-fluorophenyl)methanesulfonyl chloride (1.03 ml, 4.93 mmol) according to the method described in Preparation 15b to give 1.26 g (94% yield) of the title compound. Purity 97%.

Sources & evidence

ORD record
ord-f986833e3ed242739dd69239baf0ce5f
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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