Pyridine, 3-(4-aminobutyl)- → HCID 14347425, compound

HRID 2232881Notes

Reaction equation

HRID 2232881 reaction equation
[N+](C1C=CC(O[C:11](=[O:29])[CH:12]=[CH:13][CH:14]=[C:15]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=CC=1)([O-])=O.[N:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH2:36][CH2:37][CH2:38][CH2:39][NH2:40])[CH:31]=1>O1CCCC1>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21](/[C:15](/[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:14]/[CH:13]=[CH:12]/[C:11]([NH:40][CH2:39][CH2:38][CH2:37][CH2:36][C:32]2[CH:31]=[N:30][CH:35]=[CH:34][CH:33]=2)=[O:29])=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 53763763HCID 53763763, compound

Product 1

HCID 14347425HCID 14347425, compoundYield 50.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 134, a solution of (E,E)]-5-(4-methoxyphenyl)-2,4-decadienoic acid 4-nitrophenyl ester (2.5 g) and 3-pyridinebutanamine (1.12 g) in tetrahydrofuran (25 mL) was stirred overnight at room temperature. After the usual work up, the crude product was purified by HPLC (ethyl acetate) and then was crystallized from ether-hexane to provide 1.3 g of (E,E)-5-(4-methoxyphenyl)-N-[4-(3-pyridinyl)butyl]-2,4-decadienamide, mp 83.5°-84.5° C.

Workup

  1. customAfter the usual work up, the crude product was purified by HPLC (ethyl acetate)
  2. customwas crystallized from ether-hexane

Sources & evidence

ORD record
ord-f64c8f7018764b108a35515b3eb9623f
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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