HCID 18422367, compound → HCID 18422143, compound

HRID 649917Notes

Reaction equation

HRID 649917 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:23]([O-])=O)=[C:6]([CH:22]=1)[NH:7][C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([CH3:17])=[CH:16][C:10]=2[C:9]=1[C:18]([O:20][CH3:21])=[O:19].[H][H]>[C].[Pd].C(OCC)(=O)C>[NH2:23][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:22][C:6]=1[NH:7][C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([CH3:17])=[CH:16][C:10]=2[C:9]=1[C:18]([O:20][CH3:21])=[O:19]

Participants

5

Reactant 2

HCID 18422367HCID 18422367, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18422143HCID 18422143, compoundYield 44.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In the same manner as in Starting Material Synthesis Example 19 and using methyl 2-(5-fluoro-2-nitroanilino)-5-methylbenzo[b]thiophene-3-carboxylate (4.42 g), ethyl acetate (400 ml), 100% palladium-carbon and hydrogen (400 mg, 60 atm kg/cm2), methyl 2-(2-amino-5-fluoroanilino)-5-methylbenzo[b]thiophene-3-carboxylate (1.82 g) was obtained.

Workup

  1. customMaterial Synthesis Example 19

Sources & evidence

ORD record
ord-427255ecdc1842599a86eb5fcdb78c55
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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