Trifluoroacetic acid → (2S)-2-(azetidin-1-ylcarbonyl)-4-fluoropyrrolidine trifluoroacetate

HRID 490137

Reaction equation

HRID 490137 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:8]1([C:12]([C@@H:14]2[CH2:18][CH:17]([F:19])[CH2:16][N:15]2C(OC(C)(C)C)=O)=[O:13])[CH2:11][CH2:10][CH2:9]1>C(Cl)(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:8]1([C:12]([C@@H:14]2[CH2:18][CH:17]([F:19])[CH2:16][NH:15]2)=[O:13])[CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67429147tert-butyl(2S)-2-(azetidin-1-ylcarbonyl)-4-fluoropyrrolidine-1-carboxylate

Product 1

HCID 67428608(2S)-2-(azetidin-1-ylcarbonyl)-4-fluoropyrrolidine 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 2.20 g of the compound obtained in step 7-2, after which the reaction mixture was stirred for 2 hours at room temperature. After this, the reaction mixture was concentrated under reduced pressure to obtain 3.82 g of residue (pale yellow oily substance). This compound was used in the following reaction without being purified.

Workup

  1. concentrationAfter this, the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f2ceda13e2484980918cc2ab2eda90e7
Source dataset
uspto-grants-2009_05
Patent number
US07528124B2

Linked notes

Loading…