Pyridine, 3-(4-aminobutyl)- → HCID 14347382, compound

HRID 2232878Notes

Reaction equation

HRID 2232878 reaction equation
[N+](C1C=CC([O:10][C:11](=O)/[CH:12]=[CH:13]/[CH:14]=[C:15](/[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][CH3:31])\[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=CC=1)([O-])=O.[N:33]1[CH:38]=[CH:37][CH:36]=[C:35]([CH2:39][CH2:40][CH2:41][CH2:42][NH2:43])[CH:34]=1>O1CCCC1>[CH3:31][O:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1/[C:15](/[C:16]1[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=1)=[CH:14]/[CH:13]=[CH:12]/[C:11]([NH:43][CH2:42][CH2:41][CH2:40][CH2:39][C:35]1[CH:34]=[N:33][CH:38]=[CH:37][CH:36]=1)=[O:10]

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 14347445HCID 14347445, compound

Product 1

HCID 14347382HCID 14347382, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As before in Example 134, a solution of (E,E)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester (1.5 g) an 3-pyridinebutanamine (0.64 g) in tetrahydrofuran (15 mL) was stirred overnight at room temperature. After the usual workup, the crude product was crystallized from ethyl acetate to furnish 1.25 g of (E,E)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-N-[4-(3-pyridinyl)butyl]-2,4-pentadienamide, mp 164°-165° C.

Workup

  1. customAfter the usual workup, the crude product was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-8a8bd241502d4a3ba1d5efe96a2135a4
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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