1,3-Propanediamine, N1,N1,N3-trimethyl- → HCID 22291055, compound

HRID 967893Notes

Reaction equation

HRID 967893 reaction equation
[CH3:1][N:2]([CH3:33])[C:3]1[CH:4]=[C:5]([CH:30]=[CH:31][CH:32]=1)[C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:29])=[C:13]([NH:15][C:16](=[O:28])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH2:24][CH:25]3[O:27][CH2:26]3)[CH:18]=2)[CH:14]=1)=[O:7].[CH3:34][N:35]([CH3:41])[CH2:36][CH2:37][CH2:38][NH:39][CH3:40]>>[CH3:1][N:2]([CH3:33])[C:3]1[CH:4]=[C:5]([CH:30]=[CH:31][CH:32]=1)[C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:29])=[C:13]([NH:15][C:16](=[O:28])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH2:24][CH:25]([OH:27])[CH2:26][N:39]([CH2:38][CH2:37][CH2:36][N:35]([CH3:41])[CH3:34])[CH3:40])[CH:18]=2)[CH:14]=1)=[O:7]

Participants

3

Reactant 2

HCID 783021,3-Propanediamine, N1,N1,N3-trimethyl-HCID 22291007HCID 22291007, compound

Product 1

HCID 22291055HCID 22291055, compoundYield 45%

Procedure

Using an analogous procedure to that described in Example 31, N-[5-(3-dimethylaminobenzamido)-2-methylphenyl]-3-(2,3-epoxypropoxy)benzamide was reacted with N-(3-dimethylaminopropyl)-N-methylamine to give the title compound in 45% yield; NMR Spectrum: (DMSOd6) 1.8 (m, 2H), 2.18 (s, 3H), 2.33 (s, 3H), 2.58 (s, 6H), 2.6 (m, 2H), 2.92 (t, 2H). 2.96 (s, 6H), 4.03 (m, 5H), 6.9 (m, 1H). 7.15 (m, 1H), 7.2 (m, 3H), 7.28 (t, 1H), 7.48 (t, 1H), 7.56 (m, 2H), 7.8 (d, 1H), 9.95 (s, 1H), 10.13 (s, 1H); Mass Spectrum: M+H+ 562.

Sources & evidence

ORD record
ord-1e4d307c33934a6e8d1e53d6fd877d0f
Source dataset
uspto-grants-2005_10
Patent number
US06956037B2

Reaction notes

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