HCID 12052626, compound → HCID 12052627, compound

HRID 1264079Notes

Reaction equation

HRID 1264079 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:25]=[CH:24][C:12]([CH2:13][NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N+:21]([O-])=O)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>O=[Pt]=O.C(O)C>[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:25]=[CH:24][C:12]([CH2:13][NH:14][C:15]3[C:16]([NH2:21])=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 12052626HCID 12052626, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12052627HCID 12052627, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

Adam's catalyst (50 mg, 20% wt.), was added to a degassed solution of N-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]-2-nitroaniline (240 mg, 0.703 mmol) in absolute ethanol (5 mL). The atmosphere was replaced with hydrogen then the reaction was stirred vigorously at ambient temperature until all of the nitro compound had been consumed as determined by tic (9:1 CHCl3:MeOH, 1% TEA). The reaction mixture was filtered through a bed of diatomaceous earth, then the solvent was removed under reduced pressure to give the desired product as a brown yellow oil (218 mg, 100%).

Workup

  1. customhad been consumed
  2. filtrationThe reaction mixture was filtered through a bed of diatomaceous earth
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9e47be365b9646fb9a99d72c0c910f69
Source dataset
uspto-grants-2003_04
Patent number
US06541499B1

Reaction notes

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