Trifluoroacetic acid → HCID 22125167, compound

HRID 1858212Notes

Reaction equation

HRID 1858212 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([NH:19]CC3C=CC(OC)=CC=3OC)=[N:15][CH:16]=2)[N:11]([CH3:31])[C:10]1=[O:32].FC(F)(F)C(O)=O>ClCCl>[NH2:19][C:14]1[N:13]=[C:12]2[N:11]([CH3:31])[C:10](=[O:32])[N:9]([C:3]3[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[CH2:18][C:17]2=[CH:16][N:15]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22125012HCID 22125012, compound

Product 1

HCID 22125167HCID 22125167, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 200 mg (0.42 mmol) of 3-(2,6-dichlorophenyl)-3,4-dihydro-7-(2,4-dimethoxybenzylamino)-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one in 2 ml of dichloromethane was treated with 2 ml of trifluoroacetic acid and the mixture was stirred at room temperature under a nitrogen atmosphere for 5 hours. The solvent was evaporated, the residue was triturated with saturated aqueous sodium bicarbonate solution and the product was collected by filtration and sucked dry. The dried product was purified further by suspension in dichloromethane and filtration through a polytetrafluoroethylene membrane. The filtrate was evaporated and the residue was dried to give 115 mg (84%) of 7-amino-3-(2,6-dichlorophenyl)-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 176-184° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was triturated with saturated aqueous sodium bicarbonate solution
  3. filtrationthe product was collected by filtration
  4. customsucked dry
  5. customThe dried product was purified further by suspension in dichloromethane
  6. filtrationfiltration through a polytetrafluoroethylene membrane
  7. customThe filtrate was evaporated
  8. customthe residue was dried

Sources & evidence

ORD record
ord-a84ac75dfd1c40819a2be4e549d9e893
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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