Sodium Methoxide → HCID 18416648, compound

HRID 1935649Notes

Reaction equation

HRID 1935649 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]([NH:19][CH:20]([CH3:25])[CH:21]=[C:22](Cl)Cl)=[O:18])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][O-:27].[Na+]>CN1CCCC1=O>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[O:18][C:21]([CH2:22][O:27][CH3:26])=[C:20]([CH3:25])[N:19]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18416637HCID 18416637, compound

Product 1

HCID 18416648HCID 18416648, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

100 mg of 3-(1-benzylindazole-3-carboxamido)-1,1-dichloro-but-1-ene (0.267 mmol) and 29 mg of sodium methylate were stirred in 0.5 ml of N-methylpyrrolidone at 100° C. under argon overnight. The crude mixture was cooled and purified directly by column chromatography (SiO2, cyclohexane:ethyl acetate 3:1). 35.9 mg (40%) of 2-(1-benzylindazol-3-yl)-5-methoxymethyl-4-methyloxazole were isolated as a yellowish oil.

Workup

  1. custompurified directly by column chromatography (SiO2, cyclohexane:ethyl acetate 3:1)

Sources & evidence

ORD record
ord-f6ad44490c6d4ce0bb354f23ba85ab8f
Source dataset
uspto-grants-2002_05
Patent number
US06387940B1

Reaction notes

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