Methyl iodide → HCID 68828937, compound

HRID 1786144Notes

Reaction equation

HRID 1786144 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[N:14]3[N:15]=[CH:16][CH:17]=[C:13]3[N:12]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:11]([CH3:25])=[C:10]2[C:26](=[O:39])[NH:27][S:28]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)(=[O:30])=[O:29])[CH:5]=[CH:6][C:7]=1[Cl:8].IC.[C:42]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[N:14]3[N:15]=[CH:16][CH:17]=[C:13]3[N:12]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:11]([CH3:25])=[C:10]2[C:26](=[O:39])[N:27]([S:28]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)(=[O:29])=[O:30])[CH3:42])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 68829143HCID 68829143, compound

Product 1

HCID 68828937HCID 68828937, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of the product obtained from Step B (59.3 mg, 0.1 mmol) and iodomethane (excess) in DMF was added solid K2CO3 (excess). The mixture was stirred at room temperature under N2 for 4 h. LC-MS indicated the completion of reaction. Most of the solvent was evaporated, and mixture was diluted with ethyl acetate, washed with water, brine and dried. After reverse phase HPLC (acetonitrile/water) purification, the desired tert-butyl 7-(3,4-dichlorophenyl)-6-((4-methoxyphenylsulfonyl)(methyl)carbamoyl)-5-methylpyrazolo[1,5-a]pyrimidine-4(7H)-carboxylate was obtained as white solid. LC-MS found: (M+1)+=607.2.

Workup

  1. customthe completion of reaction
  2. customMost of the solvent was evaporated
  3. additionmixture was diluted with ethyl acetate
  4. washwashed with water, brine
  5. customdried
  6. customAfter reverse phase HPLC (acetonitrile/water) purification

Sources & evidence

ORD record
ord-3f309522928541618f1c407bb431030d
Source dataset
uspto-grants-2009_03
Patent number
US07507730B2

Reaction notes

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