Trifluoroacetic acid → HCID 69758789, compound

HRID 1883650Notes

Reaction equation

HRID 1883650 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8]C(C)(C)C)=[O:7])=[CH:4][C:3]=1[CH2:15][N:16](C(OC(C)(C)C)=O)[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]>C(Cl)Cl>[F:35][C:34]([F:37])([F:36])[C:32]([OH:38])=[O:33].[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH2:15][NH:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10002590HCID 10002590, compound

Product 1

HCID 69758789HCID 69758789, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-amino-3-[[N-(tert-butoxycarbonyl)-N-phenethylamino]methyl]benzoate (2.3 g, 5.4 mmole) in CH2Cl2 (100 mL) at RT was added TFA (25 mL). After 12 hr, the reaction solution was concentrated to an oil and the residue dried under high vacuum overnight. The resulting residue was washed with hexanes and diethyl ether to afford the title compound (2.7 g, 5.4 mmole) as an off-white solid: MS (ES) m/e 271 (M+H-2TFA)+.

Workup

  1. concentrationthe reaction solution was concentrated to an oil
  2. customthe residue dried under high vacuum overnight
  3. washThe resulting residue was washed with hexanes and diethyl ether

Sources & evidence

ORD record
ord-da75a40f12e64edd847859058c1fa7eb
Source dataset
uspto-grants-2004_07
Patent number
US06762201B1

Reaction notes

Loading…