Pyridine, 3-(4-aminobutyl)- → HCID 14347369, compound

HRID 1110628Notes

Reaction equation

HRID 1110628 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][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])=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:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])=[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 14347438HCID 14347438, compound

Product 1

HCID 14347369HCID 14347369, compoundYield 83.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As before in Example 134, a solution of (E)-5,5-bis(2-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester (2.1 g)and 3-pyridinebutanamine (0.9 g) in tetrahydrofuran (20 mL) was stirred overnight at room temperature and then worked up in the normal manner. The crude was purified by HPLC (ethyl acetate) and then crystallized from ether to yield 1.8 g of (E)-5,5-bis(2-methoxyphenyl)-N-[4-(3-pyridinyl)butyl]-2,4-pentadienamide, mp 103.5°-104.5° C.

Workup

  1. customThe crude was purified by HPLC (ethyl acetate)
  2. customcrystallized from ether

Sources & evidence

ORD record
ord-f82c7b5ca56a46fda4b7a49969ea6e27
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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