Dimethylformamide → 3-(2-Formyl-5-methyl-1H-pyrrol-3-yl)propanoic acid

HRID 24329Notes

Reaction equation

[CH3:1][C:2]1[NH:6][CH:5]=[C:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:3]=1.P(Cl)(Cl)(Cl)=O.CN(C)[CH:19]=[O:20]>>[CH:19]([C:5]1[NH:6][C:2]([CH3:1])=[CH:3][C:4]=1[CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:20]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 24813Phosphorus oxychloride

HCID 133103523-(5-Methyl-1H-pyrrol-3-yl)propanoic acid

Product 1

HCID 221353943-(2-Formyl-5-methyl-1H-pyrrol-3-yl)propanoic acid

Procedure

3-(5-Methyl-1H-pyrrol-3-yl)propionic acid was formylated using phosphorus oxycloride (POCl3) and N,N-dimethylformamide (DMF) to give 3-(2-formyl-5-methyl-1H-pyrrol-3-yl)propionic acid.

Sources & evidence

ORD record: ord-fb838347cb8e4ed0add1d242a1ac99d3
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06855730B2

Reaction notes

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