Potassium Carbonate → HCID 86696637, compound

HRID 1468621Notes

Reaction equation

HRID 1468621 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=2OC)[C:3]=1[NH2:21].[C:22](=[O:25])([O-])[O-].[K+].[K+].Cl[C:29](OC1C=CC([N+]([O-])=O)=CC=1)=[O:30]>C(#N)C>[NH2:8][C:6]1[N:5]=[C:4]2[C:3]([NH:21][C:22](=[O:25])[N:9]2[CH2:10][C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[C:15]([O:30][CH3:29])[CH:16]=2)=[C:2]([Cl:1])[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 821294-Nitrophenyl chloroformateHCID 86696638HCID 86696638, compound

Product 1

HCID 86696637HCID 86696637, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 6-Chloro-N4-[(2,4-dimethoxyphenyl)methyl]pyrimidine-2,4,5-triamine (8.4 g, 27.11 mmol), acetonitrile (400 ml), potassium carbonate (11.2 g, 81.33 mmol) and p-nitrophenyl chloroformate (11.0 g, 54.22 mmol) were stirred at 25° C. for 48 hours. Reaction mixture was cooled to room temperature and filtered through celite bed, washed with cold acetonitrile and evaporated to dryness to obtain pure 2-Amino-6-chloro-9-[(3,4-dimethoxyphenyl)methyl]-7H-purin-8-one (9.0 g, 98%)

Workup

  1. customReaction mixture
  2. temperaturewas cooled to room temperature
  3. filtrationfiltered through celite bed
  4. washwashed with cold acetonitrile
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-ddbf3a3de10947bc97b408d75a6b35b0
Source dataset
uspto-grants-2015_04
Patent number
US09006177B2

Reaction notes

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