Sodium Methoxide → HCID 18416654, compound

HRID 1276210Notes

Reaction equation

HRID 1276210 reaction equation
Cl[C:2](Cl)=[CH:3][CH:4]([NH:6][C:7]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[F:25])[N:10]=1)=[O:8])[CH3:5].[CH3:27][O-:28].[Na+]>CN1CCCC1=O>[F:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]([C:7]2[O:8][C:3]([CH2:2][O:28][CH3:27])=[C:4]([CH3:5])[N:6]=2)=[N:10]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18416665HCID 18416665, compound

Product 1

HCID 18416654HCID 18416654, compoundYield 25.6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

136 mg of 1,1-dichloro-3-[1 -(2-fluorobenzyl)indazole-3-carboxamido]-but-1-ene (0.267 mmol) and 47 mg of sodium methylate were stirred in 0.6 ml oil N-methylpyrrolidone at 100° C. under argon overnight. The crude mixture was cooled and purified directly by column chromatography (SiO2). 24 mg (20%) of 2-[1-(2-fluorobenzyl)-indazol-3-yl]-5-methoxymethyl4-methyl-oxazole were isolated as yellowish crystals.

Workup

  1. custompurified directly by column chromatography (SiO2)

Sources & evidence

ORD record
ord-46be5f5355ba44b091296b98be1336dd
Source dataset
uspto-grants-2000_12
Patent number
US06166027

Reaction notes

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