Trifluoroacetic acid → {6-Fluoro-5-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcarbamoyl]-2-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-acetic acid

HRID 558951Notes

Reaction equation

HRID 558951 reaction equation
C([O:5][C:6](=[O:45])[CH2:7][N:8]1[C:14](=[O:15])[CH2:13][CH2:12][N:11]([C:16](=[O:39])[NH:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([N:27]3[CH2:33][CH2:32][CH2:31][CH2:30][C:29]4[CH:34]=[CH:35][CH:36]=[CH:37][C:28]3=4)=[O:26])=[CH:21][C:20]=2[CH3:38])[C:10]2[C:40]([F:44])=[CH:41][CH:42]=[CH:43][C:9]1=2)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:44][C:40]1[C:10]2[N:11]([C:16](=[O:39])[NH:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]([N:27]4[CH2:33][CH2:32][CH2:31][CH2:30][C:29]5[CH:34]=[CH:35][CH:36]=[CH:37][C:28]4=5)=[O:26])=[CH:21][C:20]=3[CH3:38])[CH2:12][CH2:13][C:14](=[O:15])[N:8]([CH2:7][C:6]([OH:45])=[O:5])[C:9]=2[CH:43]=[CH:42][CH:41]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59807185{6-Fluoro-5-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)-benzylcarbamoyl]-2-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}acetic Acid Tert-Butyl Ester

Product 1

HCID 11699686{6-Fluoro-5-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcarbamoyl]-2-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {6-fluoro-5-[2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylcabamoyl]-2-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl]acetic acid tert-butyl ester from Example 1 (250 mg, 0.40 mmol) in dichloromethane (8 ml) was added trifluoroacetic acid (8 ml). The mixture was stirred for 90 min and evaporated in vacuo and azeotroped with toluene to give an off-white solid; yield 220 mg, 99%.

Workup

  1. customevaporated in vacuo
  2. customazeotroped with toluene
  3. customto give an off-white solid

Sources & evidence

ORD record
ord-18573718bc5d4498920c438613b81368
Source dataset
uspto-grants-2011_11
Patent number
US08063038B2

Reaction notes

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