1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 58213566, compound

HRID 340348Notes

Reaction equation

HRID 340348 reaction equation
[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]3[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][C:15]=3C)=[CH:7][C:6]=2[C:5]2[CH:24]=[CH:25][C:26]([CH3:28])=[CH:27][C:4]=2[N:3]=1.[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][NH:33][CH3:34]>>[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([N:33]([CH2:32][CH2:31][N:30]([CH3:35])[CH3:29])[CH3:34])=[O:19])=[CH:21][CH:22]=3)=[CH:7][C:6]=2[C:5]2[CH:24]=[CH:25][C:26]([CH3:28])=[CH:27][C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 86652358HCID 86652358, compound

Product 1

HCID 58213566HCID 58213566, compound

Procedure

4-(2-(5-Amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-N-(2-(dimethylamino)ethyl)-N-methylbenzamide was prepared from 4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylbenzoyl chloride (Example 116/Step 2) and N1,N1,N2-trimethylethane-1,2-diamine following the procedures described for Example 117. 1H NMR (CDCl3): δ 8.64 (s, 1H), 8.36 (s, 1H), 8.05 (d, 1H), 7.60 (s, 1H), 7.41 (d, 2H), 7.31 (d, 1H), 7.21 (d, 2H), 3.91 (t, 2H), 3.44 (t, 2H), 3.25 (t, 2H), 3.12 (t, 2H), 3.03 (s, 3H), 3.01 (s, 6H), 2.53 (s, 3H). LRMS [M+H]=442.3

Sources & evidence

ORD record
ord-7a3ab12104a2409284dc5b91fdef7ebc
Source dataset
uspto-grants-2014_11
Patent number
US08895577B2

Reaction notes

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