Pyridine, 3-(4-aminobutyl)- → HCID 14347339, compound

HRID 1110542Notes

Reaction equation

HRID 1110542 reaction equation
[N+](C1C=CC([O:10][C:11](=O)/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=2)=CC=1)([O-])=O.[N:37]1[CH:42]=[CH:41][CH:40]=[C:39]([CH2:43][CH2:44][CH2:45][CH2:46][NH2:47])[CH:38]=1>O1CCCC1>[CH3:35][O:34][C:28]1[CH:27]=[C:26]([C:15]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=2)=[CH:14]/[CH:13]=[CH:12]/[C:11]([NH:47][CH2:46][CH2:45][CH2:44][CH2:43][C:39]2[CH:38]=[N:37][CH:42]=[CH:41][CH:40]=2)=[O:10])[CH:31]=[CH:30][C:29]=1[O:32][CH3:33]

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 14347316HCID 14347316, compound

Product 1

HCID 14347339HCID 14347339, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 134, a solution of (E)-5,5-bis(3,4-dimethoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester (4.9 g) and 3-pyridinebutanamine (1.5 g) in tetrahydrofuran (25 mL) was stirred for 17 hours at room temperature and was then worked up in the usual manner. The crude amide was crystallized from ethyl acetate-hexane to provide 3.6 g of (E)-5,5-bis(3,4-dimethoxyphenyl)-N-[4-(3-pyridinyl)butyl]-2,4-pentadienamide mp 145°-146° C. Anal. Calculated for C30H34N2O5 : C, 71.69; H, 6.82; N, 5,57 Found: C, 71.33; H, 6.93; N, 5.72.

Workup

  1. customThe crude amide was crystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-f3964e5735ba4db9ae9f6b72c1d6979e
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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