Triethylamine → (4-fluorophenyl)-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone

Temperature

0 °C

(S)(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine (1.07 g, 6.93 mmol) and triethylamine (763 mg, 7.56 mmol) are dissolved in dichloromethane (20 mL) and cooled to 0° C. 4-Fluorobenzoyl chloride (1.00 g, 6.3 mmol) in dichloromethane (2 mL) is added to the mixture at 0° C. and stirred at room temperature for 3 h. The reaction mixture is washed with brine, dried over Na2SO4, and evaporated. The residue is purified by silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH=40:1) to give 1.45 g (83%) of the title compound. MS (APCI+) 277(M+1)+.

1. washThe reaction mixture is washed with brine
2. dry with materialdried over Na2SO4
3. customevaporated
4. customThe residue is purified by silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH=40:1)

ORD record

ord-9fc812d3804443fda062af551f6edb05

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08008296B2