Methylamine → HCID 44159092, compound

HRID 517825Notes

Reaction equation

HRID 517825 reaction equation
[CH3:1][N:2]1[CH2:22][CH2:21][C:5]2[N:6]([CH2:14][CH2:15][C:16]([O:18]CC)=O)[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[CH3:23][NH2:24]>>[CH3:1][N:2]1[CH2:22][CH2:21][C:5]2[N:6]([CH2:14][CH2:15][C:16]([NH:24][CH3:23])=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 23932524HCID 23932524, compound

Product 1

HCID 44159092HCID 44159092, compound

Conditions

Temperature
110 °C

Procedure

A mixture of ethyl 3-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)propanoate (100 mg, 0.33 mmol) and methyl amine (40% aq, 2.5 ml) was heated at 100-120° C. for 3-4 h. The reaction mixture was evaporated to dryness and the residue was purified by on neutral alumina chromatography eluting with methanol-dichloromethane gradient to obtain 10 mg of 3-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)-N-methylpropanamide.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. customthe residue was purified by on neutral alumina chromatography
  3. washeluting with methanol-dichloromethane gradient

Sources & evidence

ORD record
ord-89db3c6853af42d092d7c6e2891f773b
Source dataset
uspto-grants-2015_08
Patent number
US09115137B2

Reaction notes

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