Trifluoroacetic acid → 2-Methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acid

HRID 1372931Notes

Reaction equation

HRID 1372931 reaction equation
C(O)(C(F)(F)F)=O.C([O:12][C:13](=[O:36])[CH:14]([CH3:35])[C:15]([NH:17][CH:18]1[C:24](=[O:25])[N:23]([CH3:26])[C:22]2[CH:27]=[CH:28][CH:29]=[CH:30][C:21]=2[C:20]2[CH:31]=[CH:32][CH:33]=[CH:34][C:19]1=2)=[O:16])(C)(C)C>ClCCl>[CH3:35][CH:14]([C:15]([NH:17][CH:18]1[C:24](=[O:25])[N:23]([CH3:26])[C:22]2[CH:27]=[CH:28][CH:29]=[CH:30][C:21]=2[C:20]2[CH:31]=[CH:32][CH:33]=[CH:34][C:19]1=2)=[O:16])[C:13]([OH:36])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 690397662-methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acid tert-butyl ester

Product 1

HCID 210725002-Methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

TFA (3 ml) was added to a solution of 2-methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acid tert-butyl ester (920 mg, 2.33 mmol) in dichloromethane (3 ml) and the mixture was stirred at r.t. overnight. The mixture was then taken up in more dichloromethane, washed with water, and dried (Na2SO4). After evaporation of the solvent, the title compound, MS: m/e=339.3 (M+H+), (580 mg, 73%) was obtained by chromatographic purification of the residue (silica gel, MeOH, CH2Cl2).

Workup

  1. washwashed with water
  2. dry with materialdried (Na2SO4)
  3. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-34823c4939a343688384ad6da06453b5
Source dataset
uspto-grants-2007_01
Patent number
US07160875B2

Reaction notes

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