Trifluoroacetic acid → {5-Fluoro-4-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcarbamoyl]-2-oxo-3,4-dihydro-2H-quinoxalin-1-yl}acetic acid

HRID 558957Notes

Reaction equation

HRID 558957 reaction equation
C([O:5][C:6](=[O:44])[CH2:7][N:8]1[C:17]2[C:12](=[C:13]([F:18])[CH:14]=[CH:15][CH:16]=2)[N:11]([C:19](=[O:42])[NH:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([N:30]3[CH2:36][CH2:35][CH2:34][CH2:33][C:32]4[CH:37]=[CH:38][CH:39]=[CH:40][C:31]3=4)=[O:29])=[CH:24][C:23]=2[CH3:41])[CH2:10][C:9]1=[O:43])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[N:11]([C:19](=[O:42])[NH:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([N:30]3[CH2:36][CH2:35][CH2:34][CH2:33][C:32]4[CH:37]=[CH:38][CH:39]=[CH:40][C:31]3=4)=[O:29])=[CH:24][C:23]=1[CH3:41])[CH2:10][C:9](=[O:43])[N:8]2[CH2:7][C:6]([OH:44])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59807173{5-Fluoro-4-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)-benzylcarbamoyl]-2-oxo-3,4-dihydro-2H-quinoxalin-1-yl}acetic Acid Tert-Butyl Ester

Product 1

HCID 11570214{5-Fluoro-4-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcarbamoyl]-2-oxo-3,4-dihydro-2H-quinoxalin-1-yl}acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {5-fluoro-4-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcarbamoyl]-2-oxo-3,4-dihydro-2H-quinoxalin-1-yl}acetic acid tert-butyl ester from Example 7B (105 mg, 0.175 mmol) in dichloromethane (4.0 ml) was added trifluoroacetic acid (4.0 ml). The mixture was stirred for 1.5 h, evaporated in vacuo and azeotroped with toluene to give a white solid; yield 95 mg, 100%.

Workup

  1. customevaporated in vacuo
  2. customazeotroped with toluene
  3. customto give a white solid

Sources & evidence

ORD record
ord-bbb1a2d6a25d4e619e56fc861d79828e
Source dataset
uspto-grants-2011_11
Patent number
US08063038B2

Reaction notes

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