methyl 6-amino-2,3,4,5-tetrahydropyridine-5-carboxylate;hydrochloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Amino-3,4,5,6-tetrahydropyridine-3-carboxylic acid HCl (1.2 g, 6.6 mmol) was suspended in anhydrous methanol (100 ml), and thionyl chloride (0.5 ml, 7 mmol) was added dropwise with stirring at room temperature. The resulting solution was refluxed overnight and then evaporated to dryness in vacuo. The resulting crude white solid was recrystallized from methanol/ether to give white crystals 613 mg (46%) mp 138°-139° C., identified as product by 300 MHz nmr and ir 1737 cm-1. Calculated: C 43.64, H 6.8, N 14.55; found: C 43.75, H 6.87, N 14.57. The resulting solution was refluxed overnight evaporated to dryness in vacuo The resulting crude white solid was recrystallized from methanol/ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Amino-3,4,5,6-tetrahydropyridine-3-carboxylic acid HCl (1.2 g, 6.6 mmol) was suspended in anhydrous methanol (100 ml), and thionyl chloride (0.5 ml, 7 mmol) was added dropwise with stirring at room temperature. The resulting solution was refluxed overnight and then evaporated to dryness in vacuo. The resulting crude white solid was recrystallized from methanol/ether to give white crystals 613 mg (46%) mp 138°-139° C., identified as product by 300MHz nmr and ir 1737 cm-1. Calculated: C 43.64, H 6.8, N 14.55; found: C 43.75, H 6.87, N 14.57. The resulting solution was refluxed overnight evaporated to dryness in vacuo The resulting crude white solid was recrystallized from methanol/ether