Dimethylamine → HCID 44159815, compound

HRID 517835Notes

Reaction equation

HRID 517835 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH2:11][CH2:12][C:13]([O:15]CC)=O)[C:6]3[CH2:18][CH2:19][N:20]([CH3:22])[CH2:21][C:5]=3[C:4]=2[CH:3]=1.[CH3:23][NH:24][CH3:25]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH2:11][CH2:12][C:13]([N:24]([CH3:25])[CH3:23])=[O:15])[C:6]3[CH2:18][CH2:19][N:20]([CH3:22])[CH2:21][C:5]=3[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 44159333Ethyl 3-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)propanoate

Product 1

HCID 44159815HCID 44159815, compound

Conditions

Temperature
120 °C

Procedure

A mixture of ethyl 3-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)propanoate (CD17) (100 mg) and dimethylamine (1 ml) was heated at 120° C. for 15 h to obtain 3-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)-N,N-dimethylpropanamide (CD52) after purification on neutral alumina chromatography eluting with methanol-dichloromethane gradient. The free base was converted into its HCl salt by treatment of ethanol-HCl.

Sources & evidence

ORD record
ord-06a2cf2bddcd4bcb859b25a67ba3cc10
Source dataset
uspto-grants-2015_08
Patent number
US09115137B2

Reaction notes

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