4-Hydroxypyrrolidine → 5-(3-Hydroxy-pyrrolidin-1-yl)-1-methyl-1h-pyrazole-4-carboxylic acid adamantan-2-ylamide
Reaktionsgleichung
[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.[CH2:21]1[CH:25]([OH:26])[CH2:24][NH:23][CH2:22]1>>[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:23]1[CH2:22][CH2:21][CH:25]([OH:26])[CH2:24]1)=[O:13])[CH2:8]2Komponenten
3
Versuchsvorschrift
Heating a mixture of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 5, 88 mg; 0.30 mmol) and DL-3-pyrrolidinol (0.25 mL; 3.0 mmol) under microwave irradiation according to the procedure described for Example 14 provided after purification by reverse phase HPLC, 5-(3-hydroxy-pyrrolidin-1-yl)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (68 mg, 66%) as an off-white powder. ES-HRMS m/e calcd for C19H29N4O2 (M+H+) 345.2285, found 345.2281.
Aufarbeitung
- temperature