Hydrazine hydrate (1:1) → HCID 58266826, compound

HRID 1506062Notes

Reaction equation

HRID 1506062 reaction equation
CO[C:3]([C:5]1[N:13]=[CH:12][C:11]2[NH:10][C:9]3[N:14]=[CH:15][C:16]([C:18]4[CH:23]=[CH:22][C:21]([CH2:24][N:25]5[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]5)=[CH:20][CH:19]=4)=[CH:17][C:8]=3[C:7]=2[CH:6]=1)=[O:4].O.[NH2:32][NH2:33]>C(O)C>[N:25]1([CH2:24][C:21]2[CH:20]=[CH:19][C:18]([C:16]3[CH:15]=[N:14][C:9]4[NH:10][C:11]5[CH:12]=[N:13][C:5]([C:3]([NH:32][NH2:33])=[O:4])=[CH:6][C:7]=5[C:8]=4[CH:17]=3)=[CH:23][CH:22]=2)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67027520HCID 67027520, compound

Product 1

HCID 58266826HCID 58266826, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(4-piperidin-1-ylmethylphenyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid methyl ester (425 mg, 1.06 mmol) and hydrazine hydrate (1.29 mL, 26.5 mmol) in ethanol (4.6 mL) was heated under reflux for 1 h under a nitrogen atmosphere. The solution was allowed to cool to ambient temperature and the resulting precipitate was collected by filtration, washed with ethanol, and dried under vacuum to afford a yellow solid (337 mg, 79%). The solid was used without purification.

Workup

  1. temperatureunder reflux for 1 h under a nitrogen atmosphere
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-175124bd458542a78adffdf32b5cf5ba
Source dataset
uspto-grants-2015_12
Patent number
US09216980B2

Reaction notes

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