Methyl 5-amino-2-thiophenecarboxylate → Methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]thiophene-2-carboxylate

HRID 1023710Notes

Reaction equation

HRID 1023710 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([OH:14])=O)[O:7][C:8]=1[CH:9]([CH3:11])[CH3:10])([CH3:3])[CH3:2].[NH2:15][C:16]1[S:20][C:19]([C:21]([O:23][CH3:24])=[O:22])=[CH:18][CH:17]=1>>[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([NH:15][C:16]2[S:20][C:19]([C:21]([O:23][CH3:24])=[O:22])=[CH:18][CH:17]=2)=[O:14])[O:7][C:8]=1[CH:9]([CH3:10])[CH3:11])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 7131725Methyl 5-amino-2-thiophenecarboxylateHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67395617Methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]thiophene-2-carboxylateYield 54.3%

Procedure

In the same manner as that of Example 2, 4,5-diisopropylfuran-2-carboxylic acid (42 mg, 0.214 mmol) was condensed with methyl 5-aminothiophene-2-carboxylate (50 mg, 0.318 mmol), and the resultant was purified by silica gel chromatography (2% methanol-chloroform) to obtain methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]thiophene-2-carboxylate (39 mg, 54%) as pale yellow prisms.

Workup

  1. customthe resultant was purified by silica gel chromatography (2% methanol-chloroform)

Sources & evidence

ORD record
ord-788043ed772045cbbaff40ce627044ca
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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