Ethyl 4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylate → HCID 14771162, compound

HRID 1073321Notes

Reaction equation

HRID 1073321 reaction equation
[Cl:1][C:2]1[C:3]([CH2:13][CH3:14])=[N:4][N:5]([CH3:12])[C:6]=1[C:7]([O:9]CC)=O.[NH2:15][CH2:16][C:17]1[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][CH2:25][CH3:26])=[N:21][CH:22]=1>>[CH2:23]([C:20]1[N:21]=[CH:22][C:17]([CH2:16][NH:15][C:7]([C:6]2[N:5]([CH3:12])[N:4]=[C:3]([CH2:13][CH3:14])[C:2]=2[Cl:1])=[O:9])=[CH:18][CH:19]=1)[CH2:24][CH2:25][CH3:26]

Participants

3

Reactant 2

HCID 14793330Ethyl 4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylateHCID 14852810HCID 14852810, compound

Product 1

HCID 14771162HCID 14771162, compoundYield 61.4%

Conditions

Temperature
200 °C

Procedure

A mixture of 2.17 g of ethyl 4-chloro-3-ethyl-1-methylpyrazole-5-carboxylate and 3.24 g of 5-aminomethyl-2-n-butylpyridine was heated at 200° C. for 4 hours under stirring. After cooling to room temperature, the reaction mixture was purified by silica gel columnchromatography to obtain 2.06 g of the compound (NO. 15) listed in Table 1.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was purified by silica gel columnchromatography

Sources & evidence

ORD record
ord-fe4859a313a049db9bda8204b53ca6ab
Source dataset
uspto-grants-1990_11
Patent number
US04968805

Reaction notes

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