HCID 9993203, compound → HCID 178479197, compound

HRID 1654858Notes

Reaction equation

HRID 1654858 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=2[Cl:17])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[C:19]1([CH2:25][C:26](=[NH:30])OCC)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[ClH:16].[Cl:17][C:11]1[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:10]=1[CH2:9][O:8][C:7]1[C:2]([NH:1][C:26](=[NH:30])[CH2:25][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 9993203HCID 9993203, compoundHCID 12218775Ethyl 2-phenylacetimidate hydrochloride

Product 1

HCID 178479197HCID 178479197, compoundYield 6.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-(2,5-dichlorobenzyloxy)pyridine (5.08 g, 18.8 mmol) and ethyl phenylacetimidate hydrochloride (3.52 g, 25.5 mmol) in ethanol (150 ml) was heated under reflux for 2 hours, then evaporated. Flash chromatography (dichloromethane/methanol) and trituration with ether gave the product (0.25 g), m.p. 191°-193° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated

Sources & evidence

ORD record
ord-6b4b20d348b548b0b9529113ec3f03b8
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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