Water → HCID 57977443, compound

HRID 1866088Notes

Reaction equation

HRID 1866088 reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][CH:5]([NH:9][C:10]1[N:15]2[N:16]=[CH:17][C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:14]2[N:13]=[C:12](Cl)[C:11]=1[C:24]1[S:25][CH:26]=[CH:27][C:28]=1[CH3:29])[CH:6]([CH3:8])[CH3:7].O>CO>[CH3:4][CH:5]([NH:9][C:10]1[N:15]2[N:16]=[CH:17][C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:14]2[N:13]=[C:12]([O:2][CH3:1])[C:11]=1[C:24]1[S:25][CH:26]=[CH:27][C:28]=1[CH3:29])[CH:6]([CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 131727817HCID 131727817, compound

Product 1

HCID 57977443HCID 57977443, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
22 °C

Procedure

0.17 g (3 mmol) of sodium methoxide was dissolved in 10 ml of methanol, and 0.79 g (2 mmol) of methyl 7-(1,2-dimethylpropylamino)-5-chloro-6-(3-methylthiophen-2-yl)pyrazolo[1,5-α]-pyrimidine-3-carboxylate was added. The mixture was stirred at 22° C. for 16 hours. 10 ml of water were then added, the methanol was distilled off and 10 ml of dichloromethane were added to the residue. The organic phase was separated off, dried over sodium sulphate and concentrated under reduced pressure. This gave 0.35 g of methyl 7-(1,2-dimethylpropylamino)-5-methoxy-6-(3-methylthiophen-2-yl)pyrazolo[1,5-α]pyrimidine-3-carboxylate (logPs=4.60; content according to HPLC: 96%).

Workup

  1. distillationthe methanol was distilled off
  2. addition10 ml of dichloromethane were added to the residue
  3. customThe organic phase was separated off
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-83569332e95b4fbc97f7b64465a8b07b
Source dataset
uspto-grants-2009_12
Patent number
US07629294B2

Reaction notes

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