Hydrochloric Acid → HCID 58158146, compound

HRID 1916258Notes

Reaction equation

HRID 1916258 reaction equation
N[C:2]1[C:3]([C:20]#[N:21])=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]2[C:10](=[O:11])[NH:9][C:8](=[O:12])[NH:7][C:6]=2[N:13]=1.N(OCCC(C)C)=O.[ClH:30].O>CS(C)=O.[Cu](Cl)Cl>[Cl:30][C:2]1[C:3]([C:20]#[N:21])=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]2[C:10](=[O:11])[NH:9][C:8](=[O:12])[NH:7][C:6]=2[N:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8053Isoamyl NitriteHCID 10826508HCID 10826508, compound

Product 1

HCID 58158146HCID 58158146, compound

Reagents, catalysts & solvents 2

HCID 24014Cupric ChlorideCatalystHCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

1.0 g (3.04 mmol) of 7-amino-2,4-dioxo-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile [Assy, M. G. et al., J. Indian Chem. Soc. 1996, 73 (11), 623-624] was dissolved in 8 ml of DMSO, 0.82 ml (713 mg, 6.09 mmol) of isopentyl nitrite and 818 mg (6.09 mmol) of copper(II) chloride were added and the mixture was stirred at 80° C. overnight. The reaction mixture was cooled, and 6 ml of 1 N hydrochloric acid solution followed by 100 ml of water were then added. The precipitate formed was filtered off and dried under high vacuum. The product was not purified any further (purity according to LC-MS: about 82%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. additionwere then added
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. customdried under high vacuum
  6. customThe product was not purified any further (purity according to LC-MS: about 82%)

Sources & evidence

ORD record
ord-766b6cf442054c8bbb6be97eefcbd55f
Source dataset
uspto-grants-2013_12
Patent number
US08618119B2

Reaction notes

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