Furfurylamine → HCID 59625312, compound
Reaction equation
Cl[C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1.[CH2:17]([NH2:23])[C:18]1[O:22][CH:21]=[CH:20][CH:19]=1>>[O:22]1[CH:21]=[CH:20][CH:19]=[C:18]1[CH2:17][NH:23][C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1Participants
3
Conditions
- Temperature
- 130 °C
Procedure
A mixture of ethyl 2-chloro-5,6,7,8-tetrahydroquinoline-3-carboxylate (500 mg) and furfurylamine (3.0, ml) was stirred in a sealed tube at 130° C. for 12 hr. The reaction mixture was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (10:90-50:50) was concentrated under reduced pressure to give the object compound (683 mg).
Workup
- washthe fraction eluted with ethyl acetate-hexane (10:90-50:50)
- concentrationwas concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-38e19452fa744766a1668551d2b5b051
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08329691B2
Reaction notes
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