3-Pyridinecarboxaldehyde → HCID 39359645, compound

HRID 1415406Notes

Reaction equation

HRID 1415406 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[O:5][CH2:6][CH2:7][NH2:8].[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]=O)[CH:14]=1.[BH4-].[Na+]>CO>[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][NH:8][CH2:7][CH2:6][O:5][C:4]2[CH:9]=[CH:10][CH:11]=[CH:12][C:3]=2[O:2][CH3:1])[CH:14]=1

Participants

5

Reactant 3

HCID 103713-PyridinecarboxaldehydeHCID 17130052-(2-Methoxyphenoxy)ethyl amineHCID 4311764Sodium borohydride

Product 1

HCID 39359645HCID 39359645, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
105 °C

Procedure

10 g (0.06 mol) o-Methoxy-phenoxyethylamine were mixed with 6.4 g (0.06 mol) pyridine-3-aldehyde, heated to 105° C and kept at this temperature for 3 hours. The cooled mixture was dissolved in 400 ml methanol. The solution was cooled to 5° C and 5.7 g (0.15 mol) sodium borohydride added in small portions. The mixture was stirred for half an hour at room temperature and then refluxed for 6 hours.

Workup

  1. temperatureThe solution was cooled to 5° C
  2. temperaturerefluxed for 6 hours

Sources & evidence

ORD record
ord-ec8a8b757ba7444e85830218341f3ebe
Source dataset
uspto-grants-1977_01
Patent number
US04005096

Reaction notes

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