2-Amino-3-benzyloxypyridine → HCID 178490392, compound

HRID 1654814Notes

Reaction equation

HRID 1654814 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][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26](=[NH:30])OCC)=[CH:21][CH:20]=1>C(O)C>[ClH:16].[CH2:9]([O:8][C:7]1[C:2]([NH:1][C:26](=[NH:30])[CH2:25][C:22]2[CH:23]=[CH:24][C:19]([O:18][CH3:17])=[CH:20][CH:21]=2)=[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 12238406Ethyl 4-methoxyphenylacetimidate hydrochloride

Product 1

HCID 178490392HCID 178490392, compoundYield 16.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-benzyloxypyridine (4.0 g, 20 mmol) and ethyl 4-methoxyphenylacetimidate hydrochloride (5.04 g, 22 mmol) in ethanol (80 ml) was heated under reflux for 2 hours. Evaporation of the solvent gave an oil which was purified by flash chromatography (chloroform/methanol) to give the product (1.27 g), m.p. 75°-78° C.

Workup

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

Sources & evidence

ORD record
ord-06b35089617c4bc5861bcb5e9f1ad60a
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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