HCID 178423371, compound → 6-Methyl-1,5-naphthyridin-4-ol

HRID 968737Notes

Reaction equation

HRID 968737 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[N:10]=2)[N:5]=[CH:4][C:3]=1C(O)=O>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][CH:3]=[C:2]2[OH:1]

Participants

3

Reactant 1

HCID 178423371HCID 178423371, compound

Product 1

HCID 1784233686-Methyl-1,5-naphthyridin-4-olYield 86%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

The suspension of 4-hydroxy-6-methyl-[1,5]naphthyridine-3-carboxylic acid (2.58 g, 12.64 mmol) in diphenylether (100 mL) was heated under refluxing for 4 hrs. After cooling to room temperature, the reaction mixture was poured into a mixture of nHexane (400 mL) and petroleum ether (200 mL). The brown solid was collected by filtration to give 6-methyl-[1,5]naphthyridin-4-ol (1.71 g, 86%). HR-MS-EI (+) m/e calcd for C9H8N2O (M+) 160.0637. found 160.0638

Workup

  1. temperaturewas heated
  2. temperatureunder refluxing for 4 hrs
  3. filtrationThe brown solid was collected by filtration

Sources & evidence

ORD record
ord-fd94a91cae084df58d0a74ed07721380
Source dataset
uspto-grants-2007_12
Patent number
US07304074B2

Reaction notes

Loading…