5-Chloro-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione → HCID 136080886, compound

HRID 1260432Notes

Reaction equation

HRID 1260432 reaction equation
[Cl:1][C:2]1[C:11]2[C:10](=[O:12])[N:9](CC3C=CC(OC)=CC=3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:22])[C:4](=[O:23])[C:3]=1[CH3:24]>FC(F)(F)C(O)=O>[Cl:1][C:2]1[C:11]2[C:10](=[O:12])[NH:9][CH:8]=[N:7][C:6]=2[N:5]([CH3:22])[C:4](=[O:23])[C:3]=1[CH3:24]

Participants

3

Reactant 1

HCID 593344495-Chloro-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione2×

Product 1

HCID 136080886HCID 136080886, compoundYield 171.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

5-Chloro-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (8.75 g, 23.9 mmol, compound 8C) was dissolved in trifluoroacetic acid (15 mL) and subjected to microwave irradiation at 150° C. for 1 hour. TFA was evaporated in vacuo and the residue azeotroped with toluene (2×20 mL) then DCM (2×20 mL) to give 9.24 g of the title compound as a crude material which was used without further purification. [M+H] calc'd for C9H8ClN3O2, 226. found, 226.

Workup

  1. customirradiation at 150° C. for 1 hour
  2. customTFA was evaporated in vacuo
  3. customthe residue azeotroped with toluene (2×20 mL)

Sources & evidence

ORD record
ord-e6d76b7d3559413bb765c63159dc5fca
Source dataset
uspto-grants-2013_06
Patent number
US08470837B2

Reaction notes

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