Ammonia → 2-Cyclopentyl-6-methoxy-isonicotinamide

HRID 2278769Notes

Reaction equation

HRID 2278769 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[N:7]=[C:6]([CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:5]=1.[NH3:18]>CO>[CH:12]1([C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([O:10][CH3:11])[N:7]=2)[C:3]([NH2:18])=[O:2])[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 674912832-Cyclopentyl-6-methoxy-isonicotinic acid methyl ester

Product 1

HCID 674914362-Cyclopentyl-6-methoxy-isonicotinamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-cyclopentyl-6-methoxy-isonicotinic acid methyl ester (3.19 g, 13.6 mmol) in 7 N NH3 in methanol (50 mL) is stirred at 60° C. for 18 h. The solvent is removed in vacuo and the residue is dried under HV to give crude 2-cyclopentyl-6-methoxy-isonicotinamide (3.35 g) as a pale yellow solid; LC-MS**: tR=0.57 min, [M+1]+=221.38.

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is dried under HV

Sources & evidence

ORD record
ord-f109ff64182642a0ab1631b77a146636
Source dataset
uspto-grants-2015_09
Patent number
US09133179B2

Reaction notes

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