Ethanol → HCID 178491289, compound

HRID 1654827Notes

Reaction equation

HRID 1654827 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]=2C)=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:17].[C:18]1([CH2:24][C:25](=[NH:29])OCC)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:30]([OH:32])C>>[ClH:17].[CH3:30][O:32][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][O:8][C:7]2[C:2]([NH:1][C:25](=[NH:29])[CH2:24][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 12218775Ethyl 2-phenylacetimidate hydrochlorideHCID 138258823-[(2-Methylphenyl)methoxy]pyridin-2-amine

Product 1

HCID 178491289HCID 178491289, compound

Procedure

A mixture of 2-amino-3-(2-methylbenzyloxy)pyridine (4.6 g, 20 mmol) and ethyl phenylacetimidate hydrochloride (4.39 g, 26 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 obtain the product (0.75 g), m.p. 188°-192° 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-21f4667402f64acdb9ad0a48f61a3306
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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