Methyl cyanoacetate → HCID 70981046, compound

HRID 2276417Notes

Reaction equation

HRID 2276417 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5](Cl)=[N:6][OH:7].[CH3:12][O:13][C:14](=[O:18])[CH2:15][C:16]#[N:17].C[O-].[Na+]>CO>[NH2:17][C:16]1[O:7][N:6]=[C:5]([C:4]2[CH:9]=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=2)[C:15]=1[C:14]([O:13][CH3:12])=[O:18]

Participants

5

Reactant 3

HCID 7747Methyl cyanoacetateHCID 10942334Sodium MethoxideHCID 714387093-fluoro-N-hydroxy-benzimidoyl chloride

Product 1

HCID 70981046HCID 70981046, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a similar manner as described in Preparation Example 17, by using methanol (160 mL), 3-fluoro-N-hydroxybenzimidoyl chloride (8.00 g, 46.09 mmol), methylcyanoacetate (5.94 g, 59.92 mmol) and sodium methoxide (4.98 g, 92.18 mmol), a white solid required compound (8.42 g, 35.64 mmol, 77%) was obtained.

Workup

  1. customIn a similar manner as described in Preparation Example 17

Sources & evidence

ORD record
ord-b28099628e544dab958755b74c94edd8
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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