Trifluoroacetic acid → [1(R) Methyl-2-(pyridin-2-yl)ethyl]carbamic acid trifluoroacetate

HRID 582692Notes

Reaction equation

HRID 582692 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].C([O:12][C:13](=[O:24])[NH:14][C@H:15]([CH3:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)(C)(C)C>C(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[CH3:23][C@@H:15]([NH:14][C:13](=[O:12])[OH:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131721312[1(R) Methyl-2-(pyridin-2-yl)ethyl]carbamic acid t-butylester

Product 1

HCID 86754265[1(R) Methyl-2-(pyridin-2-yl)ethyl]carbamic acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (4 mL) was added to a CH2Cl2 solution (10 mL) of 7-3 (120 mg, 0.48 mmol) and the solution stirred under ambient conditions for 2 h and concentrated to dryness. The residue was azeotroped with toluene (3×25 mL) to provide 7-4 as a light-yellow semi-solid.

Workup

  1. concentrationconcentrated to dryness
  2. customThe residue was azeotroped with toluene (3×25 mL)

Sources & evidence

ORD record
ord-82cad64b667244688802d5090f7786b9
Source dataset
uspto-grants-1999_07
Patent number
US05925655

Reaction notes

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