Ammonium formate → HCID 66968511, compound

HRID 1361494Notes

Reaction equation

HRID 1361494 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]3[CH2:18][N:17]([C:19]4[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=4[N+:26]([O-])=O)[CH2:16][CH:15]3[O:29][C:30](=[O:32])[CH3:31])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C([O-])=O.[NH4+]>C(O)C>[NH2:26][C:20]1[CH:21]=[C:22]([Cl:25])[CH:23]=[CH:24][C:19]=1[N:17]1[CH2:18][CH:14]([N:11]2[CH2:10][CH2:9][N:8]([C:6](=[O:7])[C:5]3[CH:33]=[CH:34][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH2:13][CH2:12]2)[CH:15]([O:29][C:30](=[O:32])[CH3:31])[CH2:16]1

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 66967975HCID 66967975, compound

Product 1

HCID 66968511HCID 66968511, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of acetic acid 4-[4-(4-chloro-benzoyl)-piperazin-1-yl]-1-(4-chloro-2-nitro-phenyl)-pyrrolidin-3-yl ester (140 mg, 0.31 mmol) in ethanol (1 mL), was added Pt (S) (28 mg, 20 weight %) and HCOONH4 (87 mg, 1.38 mmol). The mixture was stirred at reflux for 1 h. After cooling, the mixture was filtered through celite and concentrated to give the desired compound as a light purple oil (67 mg, 50% yield). MS: (ESI), M/Z, 477(M+1). Retention time: 2.28 min (FA-polar).

Workup

  1. temperatureat reflux for 1 h
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered through celite and
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2be7be20718d4ac4a29b89655c0af9df
Source dataset
uspto-grants-2011_02
Patent number
US07880002B2

Reaction notes

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