Formic Acid → HCID 20446686, compound

HRID 326140Notes

Reaction equation

HRID 326140 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[C:7]([CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:5][N:4]=1.[OH-].[NH4+].[CH:18](O)=[O:19]>>[CH:18]([NH:1][CH2:2][C:3]1[CH:8]=[C:7]([CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:5][N:4]=1)=[O:19]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 20446656HCID 20446656, compound

Product 1

HCID 20446686HCID 20446686, compound

Procedure

2-Aminomethyl-4-(3-methoxycarbonylpropyl)pyridine (0.11 g) is heated at 90° in 0.5 ml of 97% formic acid for 18 hours. The reaction is cooled to room temperature, made basic with ammonium hydroxide solution and extracted with methylene chloride (4×20 ml). The organic extracts are dried over sodium sulfate and evaporated to yield 2-(N-formylaminomethyl)-4-(3-methoxycarbonylpropyl)pyridine; IR (CH2Cl2) 1735, 1685 cm-1.

Workup

  1. extractionextracted with methylene chloride (4×20 ml)
  2. dry with materialThe organic extracts are dried over sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-91a0c63c45404ab3934db6630754efb4
Source dataset
uspto-grants-1984_04
Patent number
US04444775

Reaction notes

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