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

HRID 82947Notes

Reaction equation

HRID 82947 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-acc5cbbf046b490390760078f9c588a7
Source dataset
uspto-grants-2014_09
Patent number
US08846711B2

Reaction notes

Loading…