Formamide → 7-bromo-3H,4H-pyrido(3,2-d)pyrimidin-4-one

HRID 1619372Notes

Reaction equation

HRID 1619372 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[CH:12]([NH2:14])=O>O>[Br:8][C:6]1[CH:5]=[N:4][C:3]2[C:9](=[O:11])[NH:14][CH:12]=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 713FormamideHCID 497615813-Amino-5-bromopyridine-2-carboxylic acid

Product 1

HCID 1356820527-bromo-3H,4H-pyrido(3,2-d)pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-amino-5-bromopicolinic acid (1.0 g, 4.6 mmol) in formamide (1.1 g, 25 mmol) was stirred at 150° C. for 4 h. After it was cooled to room temperature, the reaction mixture was poured into water (50 mL). A suspension was formed and filtered. The cake was washed with water and dried to give the desired product. MS (ESI): 226, 228 (MH+).

Workup

  1. customA suspension was formed
  2. filtrationfiltered
  3. washThe cake was washed with water
  4. customdried

Sources & evidence

ORD record
ord-20066418be144b208bc198a7b4f93791
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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