Cyclobutylamine → HCID 68481730, compound

HRID 2239436Notes

Reaction equation

HRID 2239436 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.[CH:16]1([NH2:20])[CH2:19][CH2:18][CH2:17]1>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:20][CH:16]2[CH2:19][CH2:18][CH2:17]2)(=[O:10])=[O:9])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1

Participants

4

Reactant 2

HCID 75645CyclobutylamineHCID 27786084-Bromo-2-(trifluoromethyl)benzenesulfonyl chloride

Product 1

HCID 68481730HCID 68481730, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to general procedure C, 4-Bromo-2-trifluoromethyl-benzenesulfonyl chloride (0.50 g, 1.54 mmol) and cyclobutylamine (0.33 mL, 3.85 mmol) were stirred together in dry dichloromethane (2 mL) for 16 hours. 4-bromo-N-cyclobutyl-2-(trifluoromethyl)benzenesulfonamide (0.53 g, 96%) was provided after purification. MS (ESI) m/z 358. HPLC purity 100.0% at 210-370 nm, 9.9 min.; the Xterra® RP18 column, 3.5μ, 150×4.6 mm column, 1.2 mL/min., 85/15-5/95 (ammonium formate buffer pH=3.5/ACN+MeOH) for 10 min., hold 4 min.

Sources & evidence

ORD record
ord-fdd7b2f05879493e9edb2a2a9b53c1a6
Source dataset
uspto-grants-2010_05
Patent number
US07723332B2

Reaction notes

Loading…