Ethyl orthoformate → HCID 178518007, compound

HRID 2359439Notes

Reaction equation

HRID 2359439 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[C:5]([N+:11]([O-])=O)=[CH:4][CH:3]=1.[CH:14](OCC)(OCC)OCC>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[CH:14][N:10]=[C:8]([OH:9])[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 105360876-Chloro-3-nitropicolinamide

Product 1

HCID 178518007HCID 178518007, compoundYield 82%

Procedure

A suspension of 6-chloro-3-nitropicolinamide (12 g, 70 mmol) in triethyl orthoformate (490 ml) was refluxed for 3 hours. A yellow suspension was formed which was cooled to room temperate. The precipitate was collected by filtration, and dried under vacuum to obtain 6-chloropyrido[3,2-d]pyrimidin-4-ol (10.44 g, 82% yield).

Workup

  1. temperaturewas refluxed for 3 hours
  2. customA yellow suspension was formed which
  3. temperaturewas cooled to room temperate
  4. filtrationThe precipitate was collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-b60d4d5324fb4e07ad2efb98787f5b25
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

Loading…