Dimethylformamide → HCID 86696639, compound

HRID 1468622Notes

Reaction equation

HRID 1468622 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7](=[O:22])[N:8]2[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)=[C:4]([Cl:23])[N:3]=1.[CH3:24]N(C=O)C.C(=O)([O-])[O-].[K+].[K+].CI>O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]([CH3:24])[C:7](=[O:22])[N:8]2[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)=[C:4]([Cl:23])[N:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86696637HCID 86696637, compound

Product 1

HCID 86696639HCID 86696639, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2-amino-6-chloro-9-[(3,4-dimethoxyphenyl)methyl]-7H-purin-8-one (8.8 g, 26.21 mmol), DMF (90 ml), potassium carbonate (5.4 g, 39.31 mmol) and methyl iodide (1.96 ml, 31.45 mmol) stirred at 25° C. for 3 hours. Reaction mixture was cooled to 0° C. Water was added and solid obtained was filtered off to obtain 2-amino-6-chloro-9-[(3,4-dimethoxyphenyl)methyl]-7-methyl-purin-8-one (9.0 g, 98%).

Workup

  1. customReaction mixture
  2. temperaturewas cooled to 0° C
  3. customsolid obtained
  4. filtrationwas filtered off

Sources & evidence

ORD record
ord-bba7718b3031419ab955fd80c94ade2e
Source dataset
uspto-grants-2015_04
Patent number
US09006177B2

Reaction notes

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