Methyl Isobutyl Ketone → HCID 86585567, compound

HRID 380376Notes

Reaction equation

HRID 380376 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[CH2:11][CH2:12][NH:13][CH2:14][C:5]=3[C:4]=2[CH:3]=1.C([CH:17]([CH2:21]Cl)[C:18]([NH2:20])=O)C.[C:23]([O-:26])([O-])=[O:24].[Na+].[Na+].[CH2:29](C(C)=O)[CH:30](C)C>[I-].[K+]>[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[CH2:11][CH2:12][N:13]([CH2:21][CH2:17][CH2:18][NH:20][C:23](=[O:24])[O:26][CH2:29][CH3:30])[CH2:14][C:5]=3[C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 7909Methyl Isobutyl KetoneHCID 10340Sodium CarbonateHCID 31574598-Methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 21802683HCID 21802683, compound

Product 1

HCID 86585567HCID 86585567, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 4875Potassium IodideCatalyst

Procedure

A mixture of 2,3,4,5-tetrahydro-8-methyl-1H-pyrido[4,3-b]indole, (0.079 mol), ethyl 3-chloropropanamide (0.097 mol), Na2CO3 (15 g) and potassium iodide (0.1 g) in methyl isobutyl ketone (350 ml) was stirred and refluxed overnight. The reaction mixture was filtered and the filtrate was evaporated, yielding 20 g (80%) of ethyl [3-(1,3,4,5-tetrahydro-8-methyl-2H-pyrido[4,3-b]indol-2-yl)propyl]carbamate (intermediate 10).

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-a9ba3dd5361740e1b67e8a03839ed677
Source dataset
uspto-grants-2001_10
Patent number
US06303614B1

Reaction notes

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