Trifluoroacetic acid → HCID 86678097, compound

HRID 240701Notes

Reaction equation

HRID 240701 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([NH:14][C:15]([C:17]2[CH:18]=[N:19][C:20]([O:30][CH2:31][C:32]([F:35])([F:34])[F:33])=[C:21]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)[CH:22]=2)=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>ClCCl>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([C:21]2[CH:22]=[C:17]([C:15]([NH:14][N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:16])[CH:18]=[N:19][C:20]=2[O:30][CH2:31][C:32]([F:34])([F:33])[F:35])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71294282HCID 71294282, compound

Product 1

HCID 86678097HCID 86678097, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

4-{[5-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridine-3-carbonyl]-amino}-piperazine-1-carboxylic acid tert-butyl ester (1.047 g, 2.03 mmol) was combined with dichloromethane (25 mL) to give a white suspension. Subsequently trifluoroacetic acid (7.4 g, 5 ml, 64.9 mmol) was added at 0° C. and the reaction mixture was stirred at 0° C. for 2 h. The reaction mixture was concentrated in vacuo and the residue was crystallized from ethyl acetate and n-heptane to afford the title compound (1.0 g, quant.) as white solid.

Workup

  1. customto give a white suspension
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue was crystallized from ethyl acetate and n-heptane

Sources & evidence

ORD record
ord-de6ea00ff29b4aad87b67f6e237934af
Source dataset
uspto-grants-2014_02
Patent number
US08648099B2

Reaction notes

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