Chloromethyl Methyl Ether → HCID 18408499, compound

HRID 993017Notes

Reaction equation

HRID 993017 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[NH:17][N:16]=[C:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].C(N(C(C)C)CC)(C)C.[CH3:32][O:33][CH2:34]Cl>ClCCl>[CH3:32][O:33][CH2:34][N:17]1[C:13]([C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:14][C:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:16]1

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 178468647HCID 178468647, compound

Product 1

HCID 18408499HCID 18408499, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 5-(3,4,5-trimethoxyphenyl)pyrazole-3-carboxylate (1.70 g) was dissolved in dichloromethane (50 mL), and to the solution diisopropylethylamine (933 mg) was added at 0° C., and chloromethyl methyl ether (581 mg) was then added thereto. The resultant mixture was stirred at room temperature for 30 minutes under an argon atmosphere. The reaction mixture was washed with water and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain the title compound.

Workup

  1. washThe reaction mixture was washed with water and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5e364ebeacef4118a212947c161c4345
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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