Ethyl isonicotinylacetate → Dimethyl [2-oxo-4-(pyrid-4-yl)butyl]phosphonate

HRID 1974379Notes

Reaction equation

HRID 1974379 reaction equation
O=C(COC1C=NC=CC=1)[CH2:3][P:4](=[O:9])([O:7][CH3:8])[O:5][CH3:6].[N:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([O:28]CC)=O)=[CH:20][CH:19]=1>CC(C)=O>[O:28]=[C:26]([CH2:25][CH2:24][C:21]1[CH:20]=[CH:19][N:18]=[CH:23][CH:22]=1)[CH2:3][P:4](=[O:9])([O:7][CH3:8])[O:5][CH3:6]

Participants

4

Reactant 2

HCID 12229233Ethyl isonicotinylacetateHCID 53690992Dimethyl [2-oxo-3-(pyrid-3-yloxy)propyl]phosphonate

Product 1

HCID 54171090Dimethyl [2-oxo-4-(pyrid-4-yl)butyl]phosphonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The process described in Example 1 for the preparation of dimethyl [2-oxo-3-(pyrid-3-yloxy)propyl]-phosphonate was repeated, using ethyl 3-(pyrid-4-yl)propionate in place of ethyl 3-pyridyloxyacetate, to give dimethyl [2-oxo-4-(pyrid-4-yl)butyl]phosphonate, RF = 0.63 (acetone). The n.m.r. spectrum in deuteriochloroform showed the following characteristic absorptions (δ values):

Sources & evidence

ORD record
ord-a7cf23002d9f4c23b60157a27cd9736d
Source dataset
uspto-grants-1976_12
Patent number
US04000305

Reaction notes

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