2-Aminopyridine → HCID 25136988, compound

HRID 839614Notes

Reaction equation

HRID 839614 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[H-].[Na+].[CH2:10]([O:12][CH:13]([O:16][CH2:17][CH3:18])[CH2:14]Br)[CH3:11]>C1(C)C=CC=CC=1>[CH2:10]([O:12][CH:13]([O:16][CH2:17][CH3:18])[CH2:14][NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH3:11]

Participants

5

Conditions

Temperature
100 °C

Procedure

A solution of 2-aminopyridine (9.4 g.) in dried toluene (25 ml.) was dropwise added at 100° C to a suspension of 55% sodium hydride (5.04 g.) in dried toluene (10 ml.). The mixture was stirred for 2 hours at 100° C. To the solution were added bromoacetaldehyde diethyl acetal (26 g.) and dried toluene (5 ml.). The mixture was stirred for 19 hours at 115° C and cooled to ambient temperature. The reaction mixture was post-treated according to similar manners to those of the above-mentioned Examples to give oil of 2-pyridylaminoacetaldehyde diethyl acetal (8 g.).

Workup

  1. stirringThe mixture was stirred for 19 hours at 115° C
  2. temperaturecooled to ambient temperature
  3. additionThe reaction mixture was post-treated

Sources & evidence

ORD record
ord-e34758014a4e447992fc8854afa91f6d
Source dataset
uspto-grants-1978_06
Patent number
US04096263

Reaction notes

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