Sodium borohydride → HCID 86672123, Verbindung
Reaktionsgleichung
C[O:2][C:3]([C:5]1([N:8]2[C:12]3[N:13]=[CH:14][N:15]=[CH:16][C:11]=3[CH:10]=[CH:9]2)[CH2:7][CH2:6]1)=O.[BH4-].[Na+]>C(O)C>[N:13]1[C:12]2[N:8]([C:5]3([CH2:3][OH:2])[CH2:6][CH2:7]3)[CH:9]=[CH:10][C:11]=2[CH:16]=[N:15][CH:14]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of 1-Pyrrolo[2,3-d]pyrimidin-7-yl-cyclopropanecarboxylic acid methyl ester (Preparation 246, 610 mg, 2.80 mmol) in ethanol (15 mL) was added sodium borohydride (318.7 mg, 8.42 mmol) and the mixture heated to reflux for 16 hours. The reaction mixture was quenched with water (5 mL) and extracted with EtOAc (3×10 mL). The combined organic layers were washed with water (5 mL), brine (5 mL), dried (Na2SO4) and evaporated in vacuo. The crude material was purified by column chromatography on silica gel (gradient of DCM:methanol 100:0 to 98:2) to afford the title compound as a light yellow solid in 47% yield, 250 mg.