Trifluoroacetic acid → 4-fluoro-N,N-dimethyl-D-prolinamide trifluoroacetate

HRID 490134

Reaction equation

HRID 490134 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][N:9]([CH3:25])[C:10]([C@H:12]1[CH2:16][CH:15]([F:17])[CH2:14][N:13]1C(OC(C)(C)C)=O)=[O:11]>C(Cl)(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:17][CH:15]1[CH2:14][NH:13][C@@H:12]([C:10]([N:9]([CH3:25])[CH3:8])=[O:11])[CH2:16]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69064202tert-butyl(2R)-2-[(dimethylamino)carbonyl]-4-fluoropyrrolidine-1-carboxylate

Product 1

HCID 690618314-fluoro-N,N-dimethyl-D-prolinamide trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

10 mL of trifluoroacetic acid was added under ice cooling to a 30 mL chloroform solution of 2.09 g of the compound obtained in step 6-2, after which the reaction mixture was stirred for 2 hours at room temperature. The reaction mixture was then concentrated under reduced pressure, which gave 3.42 g of residue (pale yellow oily substance). This compound was used in the following reaction without being purified.

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure, which

Sources & evidence

ORD record
ord-cd9a3c58831a439fa2eb5c0b3085fd58
Source dataset
uspto-grants-2009_05
Patent number
US07528124B2

Linked notes

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