Trifluoroacetic acid → HCID 69997349, compound

HRID 1359704Notes

Reaction equation

HRID 1359704 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20]([N:22]1[CH2:26][CH2:25][C@@H:24]([F:27])[CH2:23]1)=[O:21])=O)(C)(C)C>ClCCl>[F:27][C@@H:24]1[CH2:25][CH2:26][N:22]([C:20]([C@@H:16]2[CH2:17][CH2:18][CH2:19][NH:15]2)=[O:21])[CH2:23]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69997073HCID 69997073, compound

Product 1

HCID 69997349HCID 69997349, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 mL) was added to a solution of (S)-2-((R)-3-fluoro-pyrrolidin-1-ylcarbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (700 mg, 2.4 mmol) in dichloromethane (5 mL). After stirring at room temperature for 2 h, the reaction mixture was concentrated. The residue was dissolved in methanol-water (1:1), neutralized to pH>10 with OH− formed resin. After concentration, 400 mg (89%) of ((R)-3-fluoro-pyrrolidin-1-yl)-(S)-pyrrolidin-2-yl-methanone was obtained.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. dissolutionThe residue was dissolved in methanol-water (1:1)
  3. concentrationAfter concentration

Sources & evidence

ORD record
ord-a756e67fc1b340df9fa104361bee4e22
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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