Methanol → {3-[6-(4-Aminomethyl-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amine

HRID 2080806Notes

Reaction equation

HRID 2080806 reaction equation
CO.[CH2:3]([N:6]([CH2:34][CH2:35][CH3:36])[CH2:7][CH2:8][CH2:9][C:10]1[N:15]=[C:14]([C:16]2[CH:33]=[CH:32][C:19]([CH2:20][N:21]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:18][CH:17]=2)[CH:13]=[CH:12][CH:11]=1)[CH2:4][CH3:5].O.NN>C(Cl)(Cl)Cl>[NH2:21][CH2:20][C:19]1[CH:32]=[CH:33][C:16]([C:14]2[N:15]=[C:10]([CH2:9][CH2:8][CH2:7][N:6]([CH2:34][CH2:35][CH3:36])[CH2:3][CH2:4][CH3:5])[CH:11]=[CH:12][CH:13]=2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 231554522-{4-[6-(3-Dipropylamino-propyl)-pyridin-2-yl]-benzyl}-isoindol-1,3-dione

Product 1

HCID 23155536{3-[6-(4-Aminomethyl-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amineYield 105.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

A methanol solution (2.0 ml) containing the compound (40.0 mg) obtained in Example 36-4 was added with hydrazine monohydrate (44 mg) and the whole was stirred at 60° C. for 1.5 hours, followed by distillating off the solvent. The residue was dissolved in chloroform and filtrated through Celite, the solvent was distilled off, thereby obtaining the subject compound (30.1 mg) as an amber liquid.

Workup

  1. filtrationfiltrated through Celite
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-e296b3619ace4450931041a4571e2bfa
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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