Pyridine → HCID 814775, compound

HRID 1680310Notes

Reaction equation

HRID 1680310 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[C:8]1([CH2:14][CH2:15][C:16](Cl)=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[C:8]1([CH2:14][CH2:15][C:16]([NH:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:8]1([CH:14]([CH3:15])[CH2:2][NH:1][C:22]2[CH:23]=[CH:24][N:19]=[CH:20][CH:21]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 17274-AminopyridineHCID 64801Benzenepropanoyl chloride

Product 2

HCID 814775HCID 814775, compoundHCID 54498242HCID 54498242, compound

Procedure

β-(phenyl)-N-(4-pyridyl)propionamide is prepared by reacting 4-aminopyridine with β-(phenyl)propionyl chloride in pyridine at room temperature. The amide is reduced to give the title compound by treating a solution of the amide in dry tetrahydrofuran stirred and cooled to 0° C. with diborane in a stream of nitrogen.

Workup

  1. customat room temperature

Sources & evidence

ORD record
ord-710fd5ba1ac742f2a0b9c5ad81c5410e
Source dataset
uspto-grants-1981_06
Patent number
US04272628

Reaction notes

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