Trifluoroacetic acid → Benzyl 3-aminopyrrolidine-1-carboxylate

HRID 1970476Notes

Reaction equation

HRID 1970476 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([NH:16]C(OC(C)(C)C)=O)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([NH2:16])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 145554781-Cbz-3-Boc-Amino pyrrolidine

Product 1

HCID 2756614Benzyl 3-aminopyrrolidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3.21 g 3-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid benzyl ester in 40 ml dichloromethane were added 13 ml TFA. After 16 h the solution was evaporated to give the crude hydrotrifluoroacetate. Yield: 3.20 g.

Workup

  1. customAfter 16 h the solution was evaporated
  2. customto give the crude hydrotrifluoroacetate

Sources & evidence

ORD record
ord-8d72fa9f588b48b3a73b5e1fd787eac4
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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