3-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamine → HCID 178424240, compound

HRID 1654835Notes

Reaction equation

HRID 1654835 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=2[F:17])=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:18].[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH2:26][C:27](=[NH:31])OCC>C(O)C>[ClH:18].[F:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([F:16])[C:10]=1[CH2:9][O:8][C:7]1[C:2]([NH:1][C:27](=[NH:31])[CH2:26][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH3:19])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 102634983-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamineHCID 20076957Ethyl 2-(2-methylphenyl)ethanimidate--hydrogen chloride (1/1)

Product 1

HCID 178424240HCID 178424240, compoundYield 2.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-(2,6-difluorobenzyloxy)pyridine (4.72 g, 20 mmol) and ethyl 2methylphenylacetimidate hydrochloride (4.69 g, 22 mmol) in ethanol (80 ml) was heated under reflux for 2 hours. Evaporation of the solvent gave art oil which was purified by flash chromatography (chloroform/methanol) to obtain the product (0.18 g), m.p. 127°-135° C.

Workup

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

Sources & evidence

ORD record
ord-87629e4cffcf46c381e02fa76dd42a51
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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