Formic Acid → HCID 13649442, compound

HRID 477975Notes

Reaction equation

HRID 477975 reaction equation
[NH2:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=1.[OH-].[NH4+].[CH:22](O)=[O:23]>>[CH2:18]([O:17][C:15]([C:12]1[CH:13]=[CH:14][C:9]([C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([CH2:2][NH:1][CH:22]=[O:23])[N:8]=2)=[CH:10][CH:11]=1)=[O:16])[CH3:19]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 13649441HCID 13649441, compound

Product 1

HCID 13649442HCID 13649442, compound

Procedure

A solution of 0.76 g 6-aminomethyl-2-(p-ethoxycarbonylphenyl)pyridine in 10 ml of formic acid is heated at 90° for 15 h. The reaction mixture is cooled to 0°, made basic with excess saturated ammonium hydroxide solution and extracted with chloroform. The organic extracts are dried and evaporated to yield the title compound (c) which is recrystallized from toluene, m.p. 119.5°-120.5°.

Workup

  1. temperatureThe reaction mixture is cooled to 0°
  2. extractionextracted with chloroform
  3. customThe organic extracts are dried
  4. customevaporated

Sources & evidence

ORD record
ord-c530748d658a44c0894db2878d255189
Source dataset
uspto-grants-1989_12
Patent number
US04889861

Reaction notes

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