Reaktion #718028

Reaktionsgleichung

Intermediate 88c

6-Fluoro-3-(S)-piperidin-3-yl-[1,2,4]triazolo[4,3-a]pyridine

formaldehyde

AcOH

NaBH(OAc)3

→

title compound

6-Fluoro-3-((S)-1-methyl-piperidin-3-yl)-[1,2,4]triazolo[4,3-a]pyridine

Lösungsmittel

DCM MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solution was concentrated in vacuo to ˜5 mL volume
2. 2
   Waschenwashed with MeOH (50 mL)
3. 3
   WaschenThe product was eluted with 2M NH3 in MeOH (50 mL)
4. 4
   Einengenconcentration in vacuo

Vorschrift

To a yellow solution of Intermediate 88c (220 mg, 1.00 mmol), formaldehyde (37% in water, 0.811 mL, 10.0 mmol) and AcOH (0.057 mL, 1.00 mmol) in DCM-MeOH (5:1, 12 mL) was added NaBH(OAc)3 (424 mg, 2.00 mmol) (CARE: gas evolution) and the solution stirred at RT for 2 h. The solution was concentrated in vacuo to ˜5 mL volume, then applied to an SCX-2 cartridge (10 g) and washed with MeOH (50 mL). The product was eluted with 2M NH3 in MeOH (50 mL); concentration in vacuo gave the title compound as a pale yellow gum, that became a white solid on standing (234 mg, quant.). LCMS (Method 3): Rt 0.45 min, m/z 235 [MH+].

Quelle