Ammonia → HCID 69038041, compound

HRID 1985734Notes

Reaction equation

HRID 1985734 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C:9](=[CH:12][C:13]#[N:14])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[NH3:15]>CO>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C:9]([NH2:15])([CH2:12][C:13]#[N:14])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69036432HCID 69036432, compound

Product 1

HCID 69038041HCID 69038041, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 51.38 g (264.53 mol) of 4-cyanomethylene-piperidine-1-carboxylic acid ethyl ester in 301 ml of an aqueous ammonia solution (29%) and 50 ml of methanol was heated at 110° C. in a sealed tube for 48 h. The reaction mixture was concentrated, and the residue was chromatographed on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 100/0 to 96/4 to afford 40 g of the product as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was chromatographed on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 100/0 to 96/4

Sources & evidence

ORD record
ord-898e09c4bdcb4aa288ed729a4c53ed25
Source dataset
uspto-grants-2009_06
Patent number
US07547705B2

Reaction notes

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