4,4-Diethoxybutylamine → HCID 57950350, compound

Temperature

180 °C

4,4-Diethoxybutan-1-amine (4.72 g, 29.3 mmol) was added to (3-bromo-4-fluorophenyl)hydrazine hydrochloride (6.4 g, 27 mmol). The resulting mixture in an open round bottom flask was placed into a preheated oil bath at 180° C. The mixture was stirred at 180° C. for 2.5 h and then cooled to 120° C. Methanol (300 mL) was added, and the mixture was stirred at ambient temperature for 18 h. The resulting suspension was filtered through a silica gel plug, and the silica gel was then washed with methanol (5×300 mL). The combined methanol fractions were concentrated under vacuum to provide the crude title compound (8.1 g) as a yellow solid, which was used in the next step without further purification: ESI MS m/z 257 [M+H]+.

1. customThe resulting mixture in an open round bottom flask was placed into a preheated oil bath at 180° C
2. temperaturecooled to 120° C
3. stirringthe mixture was stirred at ambient temperature for 18 h
4. filtrationThe resulting suspension was filtered through a silica gel plug
5. washthe silica gel was then washed with methanol (5×300 mL)
6. concentrationThe combined methanol fractions were concentrated under vacuum

ORD record

ord-0e6203c10193468a9fbe88773ad8f267

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09296743B2