Trifluoroacetic acid → HCID 86605958, compound

HRID 1434528Notes

Reaction equation

HRID 1434528 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:14][CH2:13][CH2:12][CH2:11][O:10][C:9]2=[O:15])=[C:4]([CH3:16])[CH:3]=1.[N+:17]([C:20](=[CH2:26])[CH2:21][C:22](OC)=[O:23])([O-:19])=[O:18].C(O)(C(F)(F)F)=O>CN(C=O)C>[CH3:16][C:4]1[CH:3]=[C:2]([N:1]2[CH2:26][CH:20]([N+:17]([O-:19])=[O:18])[CH2:21][C:22]2=[O:23])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][O:10][C:9]1=[O:15]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 69057404HCID 69057404, compoundHCID 83479245HCID 83479245, compound

Product 1

HCID 86605958HCID 86605958, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.52 g (6.89 mmol) 3-(4-amino-2-methyl-phenyl)-[1,3]oxazepan-2-one and 1.0 g (6.89 mmol) methyl 3-nitro-but-3-enoate (prepared analogously to M. Mühlstädt, B. Schulze J. Prakt. Chem. 1971, 313(4), 745-753) are melted together at 130° C. for 50 minutes. The mixture is allowed to cool and dissolved in DMF. The solution is acidified with TFA and purified by chromatography using reversed phase HPLC.

Workup

  1. temperatureto cool
  2. custompurified by chromatography

Sources & evidence

ORD record
ord-040ae9a3622d4470ac88b673e21a424f
Source dataset
uspto-grants-2009_11
Patent number
US07615549B2

Reaction notes

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