HCID 19084747, compound → HCID 19084766, compound

HRID 962413Notes

Reaction equation

HRID 962413 reaction equation
[O:1]=[C:2]([CH2:8][C:9]1[N:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]2=[N:11][CH:10]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:18][O:19][P:20]([O-:23])[O:21][CH3:22]>>[CH3:18][O:19][P:20]([O:21][CH3:22])([C:2]([OH:1])([CH2:8][C:9]1[N:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]2=[N:11][CH:10]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:23]

Participants

3

Reactant 2

HCID 19084747HCID 19084747, compoundHCID 21884954Dimethylphosphite

Product 1

HCID 19084766HCID 19084766, compound

Procedure

A suspension of ethyl 2-oxo-3-(imidazo[1,2-a]pyridin-3-yl)propanoate (2.32 g; 0.01 mole) in 5.5 g (0.05 mole) of dimethylphosphite is stirred at ambient temperature for 3 days. The excess dimethylphosphite is removed under high vacuum on a rotary evaporator at a bath temperature of about 55° to give the crude product. This is purified by flash chromatography on silica gel to afford ethyl 2-dimethoxyphosphinyl-2-hydroxy-3-(imidazo[1,2-a]pyridin-3-yl)propanoate.

Workup

  1. customThe excess dimethylphosphite is removed under high vacuum on a rotary evaporator at a bath temperature of about 55°
  2. customto give the crude product
  3. customThis is purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-89686ae7b1304f44bcf690a1b5231dc7
Source dataset
uspto-grants-1998_06
Patent number
US05760021

Reaction notes

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