تفاعل #42383
ord-b39dd9b74d0445a48965b470e709adbe
معادلة التفاعل
1,2,3,4-tetrahydroisoquinoline-7-carbonitrile
triethylamine
bromobutane
→
title compound
2-Butyl-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1غسيلwashed with water, and brine
- 2تجفيفdried (magnesium sulfate)
- 3ترشيحfiltered
- 4تركيزconcentrated under reduced pressure
- 5أخرىPurification by flash column chromatography (silica, 50% ethyl acetate/hexanes)
الإجراء التجريبي
To an ice-cold, stirred solution of 1,2,3,4-tetrahydroisoquinoline-7-carbonitrile (J. Med. Chem. 1997, 40, 3997) (485 mg, 3.1 mmol) and triethylamine (0.47 mL, 3.4 mmol) in methylene chloride (5 mL) is added DMAP (37 mg, 0.3 mmol) and bromobutane (0.5 mL, 4.6 mmol). The reaction mixture is stirred for 20 h, diluted with methylene chloride, washed with water, and brine, dried (magnesium sulfate), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 50% ethyl acetate/hexanes) affords the title compound. ESI MS m/z 215 [M+H]+.