HCID 178500771, compound → HCID 57754580, compound

HRID 226960Notes

Reaction equation

HRID 226960 reaction equation
CO[C:3](=[O:23])[C:4]([C:13](=[O:22])[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[C:16]([CH3:21])[CH:15]=1)=[CH:5][NH:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1>C1(OC2C=CC=CC=2)C=CC=CC=1.CCCCCC>[CH3:21][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[CH3:20])[C:13]([C:4]1[C:3](=[O:23])[C:8]2[C:7](=[CH:12][CH:11]=[N:10][CH:9]=2)[NH:6][CH:5]=1)=[O:22]

Participants

4

Reactant 1

HCID 178500771HCID 178500771, compound

Product 1

HCID 57754580HCID 57754580, compoundYield 48.6%

Reagents, catalysts & solvents 2

HCID 7583Diphenyl EtherSolventHCID 8058HexaneSolvent

Procedure

273 g (0.88 mmol) of 2-(3,4-Dimethyl-benzoyl)-3-(pyridine-4-ylamino)-acrylic acid methyl ester 2f was dissolved in 30 mL of diphenyl ether and the resultant solution was heated at 250° C. After 2.5 h, the reaction solution was cooled to room temperature and diluted with 50 mL of hexane. The crude product precipitated out of solution and was isolated by filtration. The crude product was purified by washing with hexane to yield 119 mg of 3-(3,4-Dimethyl-benzoyl)-1H-[1,6]napthyridin-4-one 10a as white crystals.

Workup

  1. customThe crude product precipitated out of solution
  2. customwas isolated by filtration
  3. customThe crude product was purified
  4. washby washing with hexane

Sources & evidence

ORD record
ord-4aaac6a32c6f4bf7a9646a331b968644
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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