Trifluoroacetic acid → HCID 11463828, compound

HRID 2217800Notes

Reaction equation

HRID 2217800 reaction equation
CC([O:5][C:6](=[O:32])[CH2:7][CH2:8][CH2:9][NH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([Cl:31])[C:17]=2[NH:21][C:22](=[O:30])[CH2:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[N:12]=1)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:31][C:16]1[C:17]([NH:21][C:22](=[O:30])[CH2:23][CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]=[C:11]([NH:10][CH2:9][CH2:8][CH2:7][C:6]([OH:32])=[O:5])[CH:20]=[CH:19]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68810659HCID 68810659, compound

Product 1

HCID 11463828HCID 11463828, compoundYield 11.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]amino]-butanoic acid 1,1-dimethylethyl ester (Example 7 (a)) (200 mg) was dissolved in dichloromethane (3 mL). Trifluoroacetic acid (1 mL) was added and the mixture stirred for 3 hours. The resultant suspension was evaporated to dryness and recrystallised from acetonitrile to give the title compound (20 mg).

Workup

  1. customThe resultant suspension was evaporated to dryness
  2. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-b57ef589c8bf415b986ad73374ff6df3
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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