Formamide → HCID 178518041, compound

HRID 1192442Notes

Reaction equation

HRID 1192442 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH:11]([NH2:13])=O>>[N:1]1[C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[N:13][CH:11]=1

Participants

3

Reactant 2

HCID 713FormamideHCID 729302-Aminonicotinic acid

Product 1

HCID 178518041HCID 178518041, compoundYield 69.7%

Procedure

2-aminonicotinic acid (7 g) and formamide (22.8 g) were heated at 167 C (internal temperature) for 2.5 hours. After cooling, the solid was recrystallized from 100 mL of hot water to give Pyrido[2,3-d]pyrimidin-4-ol as pale yellow powder (5.2 g, 69.7%). 1H NMR (DMSO, 400 MHz) δ 12.60 (br, 1H), 8.90 (br, 1H), 8.50 (m, 1H), 8.37 (s, 1H), 7.50 (m, 1H). Rt 0.87 min. MS (ESI+) [M+H]+148.

Workup

  1. temperatureAfter cooling
  2. customthe solid was recrystallized from 100 mL of hot water

Sources & evidence

ORD record
ord-5b6a8e07c8964e54ac501f0620cbd2a2
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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