Diisopropylethylamine → methyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-2-(trifluoromethyl)benzoate

To a stirred solution of rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (166 mg, 0.29 mmol) in methylene chloride (10 mL), HATU (Aldrich, 195 mg, 0.54 mmol) was added followed by the addition of DIPEA (0.25 mL, 1.425 mmol) and 4-amino-2-trifluoromethyl-benzoic acid (made above, 125 mg, 0.57 mmol). The mixture was stirred at rt overnight. The reaction was quenched with addition of water. The mixture was extracted with methylene chloride (2×10 mL) and the extracts were dried with magnesium sulfate. The solvent was removed and the residue was purified on an ISCO machine (40 g column, 5-15% EtOAc/methylene chloride) to give a white solid. 40 mg.

1. customThe reaction was quenched with addition of water
2. extractionThe mixture was extracted with methylene chloride (2×10 mL)
3. dry with materialthe extracts were dried with magnesium sulfate
4. customThe solvent was removed
5. customthe residue was purified on an ISCO machine (40 g column, 5-15% EtOAc/methylene chloride)
6. customto give a white solid

ORDレコード

ord-1fc79cdeec43467d8e2d26d9dc37541f

出典データセット

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08354444B2