Sodium sulfate decahydrate → HCID 22064881, compound

Methyl 2-methylpyridin-4-ylacetate (1.78 g, 10.8 mmol) obtained in Step 1 was dissolved in THF (70 mL), then Lithium aluminum hydride (451 mg, 11.9 mmol) was added thereto at 0° C., followed by stirring at the same temperature for 1 hour. After completion of the reaction was confirmed by thin-layer chromatography, sodium sulfate decahydrate (3.22 g, 10.0 mmol) was added thereto, and the resulting mixture was further stirred at room temperature for 1 hour. The resulting precipitate was filtered out, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography [chloroform:ammonia-methanol solution (2.00 mol/L)=40:1] to give 4-(2-hydroxyethyl)-2-methylpyridine (900 mg, yield 61%). Subsequently, 4-(2-aminoethyl)-2-methylpyridine dihydrochloride was obtained in a similar manner to Step 5 of Reference Example 9.

1. customat 0° C.
2. additionwas added
3. stirringthe resulting mixture was further stirred at room temperature for 1 hour
4. filtrationThe resulting precipitate was filtered out
5. concentrationthe filtrate was concentrated under reduced pressure
6. customThe residue was purified by silica gel column chromatography [chloroform:ammonia-methanol solution (2.00 mol/L)=40:1]

ORD record

ord-33f0df6f0d5948a5a4b3eccc1d2e3184

Source dataset

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07956060B2