Pyridine → Carbamic acid, [6-(trifluoromethyl)-3-pyridinyl]-, phenyl ester

HRID 2401258Notes

Reaction equation

HRID 2401258 reaction equation
N1C=CC=CC=1.[F:7][C:8]([F:17])([F:16])[C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=1.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>C(Cl)(Cl)Cl>[C:22]1([O:21][C:19](=[O:20])[NH:15][C:12]2[CH:11]=[N:10][C:9]([C:8]([F:7])([F:16])[F:17])=[CH:14][CH:13]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 27377445-Amino-2-(trifluoromethyl)pyridine

Product 1

HCID 11173582Carbamic acid, [6-(trifluoromethyl)-3-pyridinyl]-, phenyl ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Pyridine (2.9 mL) was added to a solution of 2-trifluoromethyl-5-aminopyridine (1.95 g) in chloroform (15 mL), the mixture was cooled in ice, and phenyl chloroformate (1.8 mL) was added thereto. The resulting mixture was stirred at room temperature overnight, and the reaction mixture was concentrated under reduced pressure. The residue was washed with isopropyl ether to afford phenyl[6-(trifluoromethyl)pyridin-3-yl]carbamate (2.16 g).

Workup

  1. temperaturethe mixture was cooled in ice
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. washThe residue was washed with isopropyl ether

Sources & evidence

ORD record
ord-5d1832adacc84cc5a9b528ac0e14cb03
Source dataset
uspto-grants-2014_08
Patent number
US08796272B2

Reaction notes

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