Trifluoroacetic acid → HCID 118323966, compound

HRID 1778243Notes

Reaction equation

HRID 1778243 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[NH:20][C:21]2[CH:35]=[CH:34][C:24]([O:25][CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])=[CH:23][CH:22]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:42][C:39]1[CH:38]=[CH:37][C:36]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[NH:20][C:21]2[CH:35]=[CH:34][C:24]([O:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:23][CH:22]=2)=[CH:41][CH:40]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118324000HCID 118324000, compound

Product 1

HCID 118323966HCID 118323966, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a 100-mL round-bottom flask, was placed tert-butyl 2-[4-([6-[bis(4-chlorophenyl)methyl]-2-oxo-1,2-dihydroquinolin-4-yl]amino)phenoxy]acetate (200 mg, 0.33 mmol, 1.00 equip, 98%), trifluoroacetic acid (379 mg, 3.32 mmol, 10.00 equip), and dichloromethane (20 mL). The resulting solution was stirred for 3 h at room temperature. The resulting mixture was concentrated under vacuum. The resulting residue was purified by re-crystallization from methanol to yield 2-[4-([6-[bis(4-chlorophenyl)methyl]-2-oxo-1,2-dihydroquinolin-4-yl]amino)phenoxy]acetic acid as an off-white solid.

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. customThe resulting residue was purified by re-crystallization from methanol

Sources & evidence

ORD record
ord-cfc40cabe5ca4c198a6db230227c71be
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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