Hydrazine hydrate (1:1) → HCID 178469881, compound

HRID 456668Notes

Reaction equation

HRID 456668 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([C:11]([C:13]2[C:14](Cl)=[N:15][CH:16]=[CH:17][CH:18]=2)=O)=[CH:9][NH:8][CH:7]=1)=[O:5])[CH3:2].O.[NH2:21][NH2:22]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:10]([C:11]2[C:13]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[NH:22][N:21]=2)=[CH:9][NH:8][CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 865922474-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-3-carboxylic acid ethyl ester

Product 1

HCID 178469881HCID 178469881, compoundYield 16.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-3-carboxylic acid ethyl ester (170 mg, 0.6 mmol) and hydrazine hydrate (0.8 g) in ethanol (10 mL) was heated at 80° C. for 24 hours. The reaction was concentrated, the residue was recrystallized to give 25 mg (16%) of the titled compound.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe residue was recrystallized

Sources & evidence

ORD record
ord-a04d752472284ca18ed1c60d2341bc2e
Source dataset
uspto-grants-2007_03
Patent number
US07186716B2

Reaction notes

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