Trifluoroacetic acid → 2-[(2R)-Pyrrolidin-2-yl]-1,3-benzoxazole trifluoroacetate

HRID 633903

Reaction equation

HRID 633903 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C@H:17]1[CH2:21][CH2:20][CH2:19][N:18]1C(OC(C)(C)C)=O>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:18]1[CH2:19][CH2:20][CH2:21][C@@H:17]1[C:9]1[O:8][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68338089tert-Butyl (2R)-2-(1,3-benzoxazol-2-yl)pyrrolidine-1-carboxylate

Product 1

HCID 709267682-[(2R)-Pyrrolidin-2-yl]-1,3-benzoxazole trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 16 mL flask, trifluoroacetic acid (4 mL) was added to a mixture of tert-butyl(2R)-2-(1,3-benzoxazol-2-yl)pyrrolidine-1-carboxylate (88 mg, 0.31 mmol; which may be prepared as described in Step 2) dissolved in dichloromethane (4 mL) at 0° C. under nitrogen. The reaction was allowed to warm to room temperature and stirred for 3 h. The reaction mixture was concentrated to dryness and the residue used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue used in the next step without further purification

Sources & evidence

ORD record
ord-8d0e5ec8052f4ba8b4f439e4cd46e13c
Source dataset
uspto-grants-2016_04
Patent number
US09321769B2

Linked notes

Loading…