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

HRID 2172003

Reaction equation

HRID 2172003 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-88f6e352c99c403faf48fe5e18036b30
Source dataset
uspto-grants-2015_06
Patent number
US09051321B2

Linked notes

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