Dimethylformamide → HCID 13259338, compound

HRID 436411Notes

Reaction equation

HRID 436411 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([N:9]2[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][NH:11][C:10]2=[O:19])[CH:6]=[CH:7][CH:8]=1.[CH3:22]OC(=O)OC.CN(C)C=O>O>[F:21][C:2]([F:20])([F:1])[C:3]1[CH:4]=[C:5]([N:9]2[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]([CH3:22])[C:10]2=[O:19])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 12021Dimethyl CarbonateHCID 13259337HCID 13259337, compound

Product 1

HCID 13259338HCID 13259338, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.5 g 1-(m-trifluoromethylphenyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine, 0.8 g of dimethylcarbonate and 10 ml of dimethylformamide was reacted at 160° - 170° C in sealed-tube for 20 hours. After the reaction was finished, the solvent was distilled off from the mixture to leave a residue, to which was added water. This residue was extracted with ether and then dehydrated. The ether solution was applied on a column of alumina, and then eluted with ether. The ether was evaporated from the eluate and left to give 0.4 g of 1-(m-trifluoromethylphenyl)-3-methyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine as colorless prisms, melting at 122° - 124° C.

Workup

  1. customwas reacted at 160° - 170° C in sealed-tube for 20 hours
  2. distillationthe solvent was distilled off from the mixture
  3. customto leave a residue
  4. extractionThis residue was extracted with ether
  5. washeluted with ether
  6. customThe ether was evaporated from the eluate
  7. waitleft

Sources & evidence

ORD record
ord-bb8ab8bfc1b94c4abccbcdd808d30fd1
Source dataset
uspto-grants-1977_02
Patent number
US04009166

Reaction notes

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