Methyl 1-ethylindole-3-carboxylate → 3-(1-Ethyl-1H-indol-3-yl)-3-oxo-propionitrile

HRID 1695237Notes

Reaction equation

HRID 1695237 reaction equation
[NH2:1][C:2]1[CH:6]=CNN=1.CO[C:9]([C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([CH2:20][CH3:21])[CH:12]=1)=[O:10]>>[CH2:20]([N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([C:9](=[O:10])[CH2:6][C:2]#[N:1])=[CH:12]1)[CH3:21]

Participants

3

Reactant 2

HCID 5191495Methyl 1-ethylindole-3-carboxylateHCID 178418806HCID 178418806, compound

Product 1

HCID 671880253-(1-Ethyl-1H-indol-3-yl)-3-oxo-propionitrileYield 91%

Procedure

The product was prepared according to the general procedure for aminopyrazole synthesis (route A1bis) from 1-ethyl-1H-indole-3-carboxylic acid methyl ester (860.0 mg, 4.2 mmol, 1.0 eq). 820.0 mg of the title product (yield 91%) were obtained and used directly for the next step.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-fb38623cd966453292ae4a72f843fb58
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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