HCID 13780008, compound → HCID 178424277, compound

HRID 1654821Notes

Reaction equation

HRID 1654821 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:17].[F: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:17].[CH3:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[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]([F:18])=[CH:20][CH:21]=2)=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 13780008HCID 13780008, compoundHCID 138258823-[(2-Methylphenyl)methoxy]pyridin-2-amine

Product 1

HCID 178424277HCID 178424277, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-(2-methylbenzyloxy)pyridine (5.2 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, then the solvent evaporated. The residue was purified by flash chromatography (chloroform/methanol) to obtain the product as a foam (0.49 g), m.p. 59°-64° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customthe solvent evaporated
  4. customThe residue was purified by flash chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-7e91ce0698394820841927184fb6d7a2
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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