2-Amino-3-benzyloxypyridine → HCID 178510820, compound

HRID 1654816Notes

Reaction equation

HRID 1654816 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.Cl.[F:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][C:25](=[NH:29])OCC)=[CH:20][CH:19]=1>C(O)C>[CH2:9]([O:8][C:7]1[C:2]([NH:1][C:25](=[NH:29])[CH2:24][C:21]2[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=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 13780008HCID 13780008, compound

Product 1

HCID 178510820HCID 178510820, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-benzyloxypyridine (4.84 g, 24.2 mmol) and ethyl 4-fluorophenylacetimidate hydrochloride (5.8 g, 26.7 mmol) in ethanol (80 ml) was heated under reflux for 2 hours. Evaporation of the solvent gave an oil which was converted to the free base and purified by flash chromatography (chloroform/methanol) to obtain the product (0.49 g), m.p. 86°-93° C.

Workup

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

Sources & evidence

ORD record
ord-a1c97c201b664df9bc6137857efaf387
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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