Reaktion #2046774

Reaktionsgleichung

Acetic acid

NaBH3CN

5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine-3-carbaldehyde

2,2-dimethyl-1,3-dioxolane-4-methanamine

→

[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amine

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas removed in vacuo
2. 2
   Sonstigethe residue was partitioned between DCM (10 mL) and saturated NaHCO3 solution (10 mL)
3. 3
   ExtraktionAfter extraction of the aqueous layer with DCM (2×10 mL) the combined organic layers
4. 4
   Trocknenwere dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe resulting title compound was used for the next reaction without purification

Vorschrift

Acetic acid (133 μL) and NaBH3CN (14.8 mg, 0.235 mmol) were added to a stirred solution of 5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine-3-carbaldehyde (40 mg, 0.157 mmol) and 2,2-dimethyl-1,3-dioxolane-4-methanamine (203 μL, 1.57 mmol) in MeOH (1 mL). After stirring for 2 h at room temperature the solvent was removed in vacuo and the residue was partitioned between DCM (10 mL) and saturated NaHCO3 solution (10 mL). After extraction of the aqueous layer with DCM (2×10 mL) the combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The resulting title compound was used for the next reaction without purification. MS (m/z): 370.9 [M+H+].

Quelle