Ethyl orthoformate → 5-Methyl-[1,3]oxazolo[4,5-c]pyridin-4-one

HRID 575711Notes

Reaction equation

HRID 575711 reaction equation
Cl.[NH2:2][C:3]1[C:4](=[O:11])[N:5]([CH3:10])[CH:6]=[CH:7][C:8]=1[OH:9].[CH:12](OCC)(OCC)OCC>>[CH3:10][N:5]1[CH:6]=[CH:7][C:8]2[O:9][CH:12]=[N:2][C:3]=2[C:4]1=[O:11]

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 1180221633-amino-4-hydroxy-1-methylpyridin-2(1H)-one hydrochloride

Product 1

HCID 1180217925-Methyl-[1,3]oxazolo[4,5-c]pyridin-4-oneYield 30%

Procedure

The title compound of step 3 (500 mg, 2.8 mmol) in triethyl orthoformate (10 mL) was heated to reflux for 5 h. The mixture was concentrated in vacuo at 55° C. and purified by silica gel chromatography (PE:EA=1:1) to give the title compound (130 mg, yield: 30%) as a yellow solid.

Workup

  1. temperatureto reflux for 5 h
  2. concentrationThe mixture was concentrated in vacuo at 55° C.
  3. custompurified by silica gel chromatography (PE:EA=1:1)

Sources & evidence

ORD record
ord-b63bf55918954016b11f02e18e5330ba
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

Loading…