1-Methylpiperazine → methyl-5-(4-methyl-piperazin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

HRID 12837

Reaktionsgleichung

Reaktionsgleichung von HRID 12837
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH:11][C:12]([C:14]1[CH:15]=[N:16][N:17]([CH3:20])[C:18]=1Cl)=[O:13])[CH2:8]2.[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>CN1CCCC1=O>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH:11][C:12]([C:14]1[CH:15]=[N:16][N:17]([CH3:20])[C:18]=1[N:25]1[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]1)=[O:13])[CH2:8]2

Komponenten

4

Edukt 2

HCID 531671-MethylpiperazineHCID 250135435-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

Produkt 1

HCID 25013858methyl-5-(4-methyl-piperazin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamideAusbeute 57,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

A solution of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 5, 59 mg; 0.20 mmol) and 1-methylpiperazine (0.47 mL; 4.2 mmol) in N-methylpyrrolidinone (0.8 mL) was heated to 230° C. in a sealed vial under microwave irradiation for 2 hr. The mixture was allowed to cool to room temperature and the crude product was purified by reverse phase HPLC to provide methyl-5-(4-methyl-piperazin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (41 mg, 57%) as an off white solid. ES-HRMS m/e calcd for C20H32N5O (M+H+) 358.2602, found 358.2597.

Aufarbeitung

  1. customsealed vial under microwave irradiation for 2 hr
  2. customthe crude product was purified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-55c6fdb91ed64f83b9e1aed8d1c1df0d
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728029B2

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