1-Propanesulfonyl chloride, 2-methyl- → N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isobutylsulfonamide

HRID 1523995Notes

Reaction equation

HRID 1523995 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[NH2:11])[O:3]1.[CH2:17]([S:21](Cl)(=[O:23])=[O:22])[CH:18]([CH3:20])[CH3:19]>>[CH3:8][C:6]1([CH3:7])[C:2]([CH3:16])([CH3:1])[O:3][B:4]([C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[NH:11][S:21]([CH2:17][CH:18]([CH3:20])[CH3:19])(=[O:23])=[O:22])[O:5]1

Participants

3

Reactant 2

HCID 1822361-Propanesulfonyl chloride, 2-methyl-HCID 27346522-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 90312701N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isobutylsulfonamide

Procedure

The title compound was prepared using methods analogous to those described in Step B of Example 490 using 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline and isobutylsulfonyl chloride. 1H NMR (400 MHz, CDCl3) δ 8.48 (s, 1H), 7.81-7.75 (m, 1H), 7.63-7.58 (m, 1H), 7.49-7.41 (m, 1H), 7.14-7.06 (m, 1H), 2.96 (d, J=10.1, 2H), 2.39-2.19 (m, 1H), 1.37 (s, 12H), 1.11-0.99 (m, 6H).

Sources & evidence

ORD record
ord-b5e3be98f7b1418f8d649b6a960e7fa6
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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