4-(tert-Butylaminosulphonyl)benzeneboronic acid → 3'-(4-Oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-4-sulfonic acid tert-butylamide

HRID 1787428Notes

Reaction equation

HRID 1787428 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[CH2:14][C:13](=[O:15])[NH:12][C:11]3[CH:16]=[C:17]([C:20]([F:23])([F:22])[F:21])[CH:18]=[CH:19][C:10]=3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:24]([NH:28][S:29]([C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)(=[O:31])=[O:30])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([NH:28][S:29]([C:32]1[CH:37]=[CH:36][C:35]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3[CH2:14][C:13](=[O:15])[NH:12][C:11]4[CH:16]=[C:17]([C:20]([F:22])([F:21])[F:23])[CH:18]=[CH:19][C:10]=4[N:9]=3)[CH:3]=2)=[CH:34][CH:33]=1)(=[O:31])=[O:30])([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 221071704-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 67361818HCID 67361818, compound

Product 1

HCID 250523243'-(4-Oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-4-sulfonic acid tert-butylamide

Procedure

The title compound was prepared from 4-(3-bromo-phenyl)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example B.2) (200 mg, 0.50 mmol) and commercially available 4-tert-butylsulfamoyl-benzeneboronic acid [CAS-no. 208516-15-8] (161 mg, 0.60 mmol) according to the general procedure II. Obtained as a white solid (125 mg, 46%). MS (ISP) 515.9 [(M+H)+]; mp 229-233° C.

Sources & evidence

ORD record
ord-8fed843b7d96437da0a9eb35bf4dd31f
Source dataset
uspto-grants-2009_03
Patent number
US07511033B2

Reaction notes

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