Trifluoroacetic acid → (R)-3-amino-1-pyrrolidin-1-yl-butan-1-one trifluoroacetate

HRID 245987Notes

Reaction equation

HRID 245987 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:17])[CH2:9][C:10](=[O:16])[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)(C)(C)C.[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22]>C(Cl)Cl>[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22].[NH2:7][C@H:8]([CH3:17])[CH2:9][C:10]([N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:16]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71280091((R)-1-methyl-3-oxo-3-pyrrolidin-1-yl-propyl)-carbamic acid tert-butyl ester

Product 1

HCID 71280224(R)-3-amino-1-pyrrolidin-1-yl-butan-1-one trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ((R)-1-methyl-3-oxo-3-pyrrolidin-1-yl-propyl)-carbamic acid tert-butyl ester (crude from step 1, 189 mg, 0.74 mmol) in CH2Cl2 (5 mL) was added trifluoroacetic acid (2.0 mL, 27.0 mmol). The reaction mixture was stirred at room temperature for 2 h then concentrated to give (R)-3-amino-1-pyrrolidin-1-yl-butan-1-one trifluoroacetate as a pale yellow oil which was used without further purification.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-5f47dedac97a4f4d8af977687f9660a6
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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