2-Amino-3-benzyloxypyridine → HCID 178424236, compound

HRID 1654812Notes

Reaction equation

HRID 1654812 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:16].[CH3:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][C:25](=[NH:29])OCC>C(O)C>[ClH:16].[CH2:9]([O:8][C:7]1[C:2]([NH:1][C:25](=[NH:29])[CH2:24][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH3:17])=[N:3][CH:4]=[CH:5][CH:6]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 903342-Amino-3-benzyloxypyridineHCID 20076957Ethyl 2-(2-methylphenyl)ethanimidate--hydrogen chloride (1/1)

Product 1

HCID 178424236HCID 178424236, compoundYield 16.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-benzyloxypyridine (4.0 g, 20 mmol) and ethyl 2-methylphenylacetimidate hydrochloride (4.69 g, 22 mmol) in ethanol (80 ml) was heated under reflux for 1 hour. Evaporation of the solvent gave an oil which was purified by flash chromatography (chloroform/methanol 10:1). The product was obtained as a white crystalline solid (1.2 g), m.p. 119°-120° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customEvaporation of the solvent
  4. customgave an oil which
  5. customwas purified by flash chromatography (chloroform/methanol 10:1)

Sources & evidence

ORD record
ord-049250a943704aeb8ebcbc38a4d55cc8
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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