Pyridine, 3-(4-aminobutyl)- → HCID 22155197, compound

HRID 2232792Notes

Reaction equation

HRID 2232792 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=[CH:13][CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)C(O)=O)C=CC=1.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][CH2:29][CH2:30][CH2:31][NH2:32])[CH:23]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:9]=[CH:13][C:14]=1/[C:15](/[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[CH:9]/[CH:5]=[CH:4]/[C:3]([NH:32][CH2:31][CH2:30][CH2:29][CH2:28][C:24]1[CH:23]=[N:22][CH:27]=[CH:26][CH:25]=1)=[O:2]

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 86742570HCID 86742570, compound

Product 1

HCID 22155197HCID 22155197, compoundYield 114.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 134, a solution of (2E,4E)-5-(3-methoxyphenyl-5-phenyl-2,4-pentadienoic acid 4(2.96 g) and 3-pyridinebutanamine (1.107 g) in tetrahydrofuran (15 mL) was stirred for 1 hour at room temperature. After the usual work up, the crude amide was purified by HPLC (ethyl acetate) and then crystallized from ethyl acetate-hexane to provide 2.5 g of (2E,4E)-5-(methoxyphenyl)-5-phenyl- N-[4-(3-pyridinyl)butyl]-2,4-pentadienamide mp 66°-68° C.

Workup

  1. customAfter the usual work up, the crude amide was purified by HPLC (ethyl acetate)
  2. customcrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-e385607ce5a346ffb1f72e51e339e8e3
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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