5-Cyclopropylethynyl-3-nitrothiophene-2-carboxylic acid methyl ester → HCID 68937626, compound

HRID 532420Notes

Reaction equation

HRID 532420 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:13]#[C:14][CH:15]2[CH2:17][CH2:16]2)=[CH:8][C:9]=1[N+:10]([O-])=O)=[O:4]>CO.[Pd]>[NH2:10][C:9]1[CH:8]=[C:7]([CH2:13][CH2:14][CH:15]2[CH2:17][CH2:16]2)[S:6][C:5]=1[C:3]([OH:4])=[O:2]

Participants

4

Reactant 1

HCID 689420965-Cyclopropylethynyl-3-nitrothiophene-2-carboxylic acid methyl ester

Product 1

HCID 68937626HCID 68937626, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 5-cyclopropylethynyl-3-nitrothiophene-2-carboxylic acid methyl ester (104 mg) and palladium (10% on carbon, 10 mg) in methanol (10 mL) was vigorously stirred under an atmosphere of hydrogen at atmospheric pressure for 5 hours. The catalyst was then filtered off with suction, and the filtrate was concentrated. The product with the molecular weight of 225.31 (C11H15NO2S); MS (ESI): 226 (M+H+).

Workup

  1. filtrationThe catalyst was then filtered off with suction
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0a9f384e582e4c69af8eb2fc5f6e07ae
Source dataset
uspto-grants-2014_10
Patent number
US08853208B2

Reaction notes

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