Hydrochloric Acid → Ethyl {2-amino-2-[3-(trifluoromethyl)phenyl]ethyl}carbamate hydrochloride

HRID 220675Notes

Reaction equation

HRID 220675 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[C:5]([CH:9]([NH:17]C(=O)OC(C)(C)C)[CH2:10][NH:11][C:12](=[O:16])[O:13][CH2:14][CH3:15])[CH:6]=[CH:7][CH:8]=1.[ClH:27]>ClCCl.O1CCOCC1>[ClH:27].[NH2:17][CH:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:25])[F:26])[CH:4]=1)[CH2:10][NH:11][C:12](=[O:16])[O:13][CH2:14][CH3:15]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59536750tert-Butyl ethyl {1-[3-(trifluoromethyl)phenyl]ethane-1,2-diyl}biscarbamate

Product 1

HCID 86646633Ethyl {2-amino-2-[3-(trifluoromethyl)phenyl]ethyl}carbamate hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 527 mg (1.40 mmol) of the compound from Example 103A in 9.6 ml of dichloromethane was admixed at RT with 9.4 ml (37 mmol) of 4M hydrogen chloride in dioxane and stirred for 1 h. Then all of the volatile constituents were removed on a rotary evaporator. Drying of the residue in an HV gave 437 mg (94% of theory) of the title compound.

Workup

  1. customThen all of the volatile constituents were removed on a rotary evaporator
  2. customDrying of the residue in an HV

Sources & evidence

ORD record
ord-ac6b2bf161ad426da7a1b50b363000e2
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

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