1,3-Propanediamine, N1,N1,N3-trimethyl- → HCID 54439190, compound

HRID 1369525Notes

Reaction equation

HRID 1369525 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][CH:28]=1)[C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:25])=[C:13]([NH:15][C:16](=[O:24])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2F)[CH:14]=1)=[O:7].[CH3:30][N:31]([CH3:37])[CH2:32][CH2:33][CH2:34][NH:35][CH3:36]>>[CH3:1][N:2]([CH3:29])[C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][CH:28]=1)[C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:25])=[C:13]([NH:15][C:16](=[O:24])[C:17]2[CH:22]=[CH:21][C:20]([N:35]([CH2:34][CH2:33][CH2:32][N:31]([CH3:37])[CH3:30])[CH3:36])=[CH:19][CH:18]=2)[CH:14]=1)=[O:7]

Participants

3

Reactant 2

HCID 783021,3-Propanediamine, N1,N1,N3-trimethyl-HCID 22291047HCID 22291047, compound

Product 1

HCID 54439190HCID 54439190, compoundYield 29%

Procedure

Using an analogous procedure to that described in Example 20, N-[5-(3-dimethylaminobenzamido)-2-methylphenyl]-2-fluorobenzamide was reacted with N,N,N′-trimethyl-1,3-propanediamine to give the title compound in 29% yield; m.p. 178-179° C.; NMR Spectrum: (DMSOd6) 1.64 (m, 2H), 2.13 (s, 6H), 2.17 (s, 3H), 2.22 (t, 2H), 2.95 (m, 9H), 3.41 (t, 2H), 6.73 (d, 2H), 6.89 (m, 1H), 7.19 (m, 3H), 7.29 (t, 1H), 7.56 (m, 1H), 7.8 (d, 1H), 7.84 (d, 2H), 9.44 (s, 1H), 10.05 (s, 1H); Mass Spectrum: M+H+ 488.

Sources & evidence

ORD record
ord-cd74ee9787b64fedaa398c2f9851ea5c
Source dataset
uspto-grants-2003_06
Patent number
US06579872B1

Reaction notes

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