N-tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide → HCID 86607707, compound

HRID 1622122Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([S:12]([NH:15][CH2:16][CH2:17][CH2:18][CH3:19])(=[O:14])=[O:13])[CH:5]=[C:6]([CH:10]=[O:11])[C:7]=1[O:8][CH3:9].[C:20]([NH:24][S:25]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30](B2OC(C)(C)C(C)(C)O2)[CH:29]=1)(=[O:27])=[O:26])([CH3:23])([CH3:22])[CH3:21]>>[CH2:16]([NH:15][S:12]([C:4]1[CH:3]=[C:2]([C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([S:25]([NH:24][C:20]([CH3:23])([CH3:22])[CH3:21])(=[O:26])=[O:27])[CH:33]=2)[C:7]([O:8][CH3:9])=[C:6]([CH:10]=[O:11])[CH:5]=1)(=[O:14])=[O:13])[CH2:17][CH2:18][CH3:19]

Participants

Reactant 2

HCID 58169119N-tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

HCID 86607708HCID 86607708, compound

Product 1

HCID 86607707HCID 86607707, compoundYield 89.1%

Procedure

Proceeding as in Reference 19, but substituting 3-bromo-N-butyl-5-formyl-4-methoxy-benzenesulfonamide (0.65 g, 1.72 mmol) and N-tert-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzenesulfonamide (0.64 g, 1.90 mmol, 1.1 eq.), gave N-butyl-N′-tert-butyl-5-formyl-6-methoxy-biphenyl-3,3′-disulfonamide (0.74 g) as on orange oil.

Sources & evidence

ORD record: ord-ef56c3eb0eb744998761bac5df0655e5
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778625B2

Reaction notes

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