Ethyl 2-phenylacetimidate hydrochloride → HCID 178479192, compound

HRID 1654846Notes

Reaction equation

HRID 1654846 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[C:16]([F:19])([F:18])[F:17])=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:20].[C:21]1([CH2:27][C:28](=[NH:32])OCC)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[ClH:20].[F:18][C:16]([F:17])([F:19])[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:28](=[NH:32])[CH2:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 12218775Ethyl 2-phenylacetimidate hydrochlorideHCID 143684023-(2-Trifluoromethyl-benzyloxy)-pyridin-2-ylamine

Product 1

HCID 178479192HCID 178479192, compoundYield 4.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-(2-trifluoromethylbenzyloxy)pyridine (5.36 g, 20 mmol) and ethyl phenylacetimidate hydrochloride (4.39 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) and recrystallisation from ethanol/ether to obtain the product (0.41 g), m.p. 105°-112° 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) and recrystallisation from ethanol/ether

Sources & evidence

ORD record
ord-8f51f7c4d400461d9f252b310e469d74
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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