3-(tert-Butylaminosulphonyl)benzeneboronic acid → HCID 25050018, compound

HRID 1787429Notes

Reaction equation

HRID 1787429 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:23]([F:26])([F:25])[F:24])[C:18]([O:20][CH2:21][CH3:22])=[CH:19][C:10]=3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:27]([NH:31][S:32]([C:35]1[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=1)(=[O:34])=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([NH:31][S:32]([C:35]1[CH:40]=[C:39]([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:23]([F:26])([F:25])[F:24])[C:18]([O:20][CH2:21][CH3:22])=[CH:19][C:10]=4[N:9]=3)[CH:3]=2)[CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 441195383-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 67361455HCID 67361455, compound

Product 1

HCID 25050018HCID 25050018, compound

Procedure

The title compound was prepared from 4-(3-bromo-phenyl)-7-ethoxy-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example B.3) (200 mg, 0.50 mmol) and commercially available 3-tert-butylsulfamoyl-benzeneboronic acid [CAS-no. 221290-14-8] (144 mg, 0.55 mmol) according to the general procedure II. Obtained as an off-white solid (169 mg, 65%). MS (ISP) 559.7 [(M+H)+]; mp 215-218° C.

Sources & evidence

ORD record
ord-8280b64e2c0c46b788ede3effa681c4c
Source dataset
uspto-grants-2009_03
Patent number
US07511033B2

Reaction notes

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