Ethyl formate → N-[2-(Benzyloxy)-5-(pyridine-2-carbonyl)phenyl]formamide

HRID 1287845Notes

Reaction equation

HRID 1287845 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:11]([NH2:23])[CH:10]=1)=[O:8].[CH:24](OCC)=[O:25]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:11]([NH:23][CH:24]=[O:25])[CH:10]=1)=[O:8]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 53880974[3-Amino-4-(benzyloxy)phenyl](pyridin-2-yl)methanone

Product 1

HCID 53784995N-[2-(Benzyloxy)-5-(pyridine-2-carbonyl)phenyl]formamide

Procedure

A mixture of 10.0 g (32.8 mmol) of 3-amino-4-benzyloxyphenyl 2-pyridyl ketone and 200 ml of ethyl formate is refluxed with stirring for 24 hours. The reaction mixture is evaporated and the residue is dissolved in methylene chloride, then is washed with dilute HCl and saturated saline solution. The dried organic phase is evaporated to give 4-benzyloxy-3-formamidophenyl 2-pyridyl ketone.

Workup

  1. temperatureis refluxed
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue is dissolved in methylene chloride
  4. washis washed with dilute HCl and saturated saline solution
  5. customThe dried organic phase is evaporated

Sources & evidence

ORD record
ord-1f66b970818545b9a5dd8f3b7f9dc50e
Source dataset
uspto-grants-1976_10
Patent number
US03985887

Reaction notes

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