N,N-Dimethylethylenediamine → HCID 16124309, compound

HRID 2060917Notes

Reaction equation

HRID 2060917 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([OH:13])=O)[C:8]([CH3:14])=[C:7]2[C:3]=1[C:4]1[CH:18]=[C:17]([CH3:19])[CH:16]=[N:15][C:5]=1[NH:6]2.[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][NH2:24]>>[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([NH:24][CH2:23][CH2:22][N:21]([CH3:25])[CH3:20])=[O:13])[C:8]([CH3:14])=[C:7]2[C:3]=1[C:4]1[CH:18]=[C:17]([CH3:19])[CH:16]=[N:15][C:5]=1[NH:6]2

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 57741423HCID 57741423, compound

Product 1

HCID 16124309HCID 16124309, compound

Procedure

The title compound was synthesized from 5-chloro-3,8-dimethyl-9H-pyrido[2,3-b]indole-7-carboxylic acid and N,N-dimethylethane-1,2-diamine using an analogous procedure to that described in the preparation of Compound 88. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.20 (s, 6H) 2.42 (t, J=6.69 Hz, 2H) 2.49 (br. s., 3H) 2.55 (s, 3 H) 3.35 (d, J=6.57 Hz, 2H) 7.18 (s, 1H) 8.31 (t, J=5.56 Hz, 1H) 8.40 (d, J=2.02 Hz, 1H) 8.53 (s, 1H) 12.14 (s, 1H). [M+H] calc'd for C18H21ClN4O 345; found, 345.4.

Sources & evidence

ORD record
ord-5e6a70b5706146ef80004516cb8bee0e
Source dataset
uspto-grants-2012_10
Patent number
US08278450B2

Reaction notes

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