Reaction #71287

Reaction equation

(S)-(1-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

triethylamine

2-chlorobenzenesulfonyl chloride

→

title compound

Yield 56.3%

(S)—N-(5-((4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-2-yl)-2-chlorobenzenesulfonamide

Yield 56.3%

Solvents

tetrahydrofuran

DMSO

Conditions

Workup

1. 1
   ConcentrationThe reaction was concentrated to dryness
2. 2
   Otherto give a brown residue which
3. 3
   Otherpurified on preparative basic HPLC

Procedure

(S)-(1-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol (0.064 mmol, 20 mg) was dissolved in tetrahydrofuran (1 mL) and triethylamine (0.128 mmol, 17.8 μL) followed by 2-chlorobenzenesulfonyl chloride (0.064 mmol, 13.6 mg) and the solution stirred at room temperature overnight. The reaction was concentrated to dryness to give a brown residue which was dissolved in DMSO (1 mL) and purified on preparative basic HPLC to give the title compound (17.4 mg, 0.036 mmol, 56.0%) MS (ESI): m/z [M−H]− 484.5.

Source