Pyridine, 3-(4-aminobutyl)- → HCID 23051615, compound

HRID 1651259Notes

Reaction equation

HRID 1651259 reaction equation
[N+](C1C=CC([O:10][C:11](=O)/[CH:12]=[CH:13]/[C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][C:18]([O:24][CH3:25])=[CH:19][CH:20]=3)[C:15]=2[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=2)=CC=1)([O-])=O.[N:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][CH2:42][CH2:43][CH2:44][NH2:45])[CH:36]=1>O1CCCC1>[CH3:25][O:24][C:18]1[CH:17]=[C:16]2[C:21]([CH:22]=[CH:23][C:14](/[CH:13]=[CH:12]/[C:11]([NH:45][CH2:44][CH2:43][CH2:42][CH2:41][C:37]3[CH:36]=[N:35][CH:40]=[CH:39][CH:38]=3)=[O:10])=[C:15]2[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 15097583HCID 15097583, compound

Product 1

HCID 23051615HCID 23051615, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 114, (E)-3-[7-methoxy-1-(3-methoxyphenyl)-2-naphthalenyl]-2-propenoic acid 4-nitrophenyl ester (1.2 g) was reacted with 3-pyridinebutanamine (0.46 g) in tetrahydrofuran (12 mL) for 2 hours at room temperature. The crude product, isolated in the usual manner was purified by using HPLC (ethyl acetate) and then was crystallized from diethyl ether to yield 0.83 g of (E)-3-[7-methoxy-1-(3-methoxyphenyl)-2-naphthalenyl]-N-[4-(3-pyridinyl)butyl]-2-propenamide, mp 108.5°-110° C. Anal. Calcd for C30H30N2O3O.15 H2O: C, 76.78; H, 6.51; N, 5.97; H2O, 0.57 Found: C, 76.68; H, 6.51; N, 6.04; H2O, 0.57

Workup

  1. customThe crude product, isolated in the usual manner
  2. customwas purified
  3. customwas crystallized from diethyl ether

Sources & evidence

ORD record
ord-0c834ef5e3f84cb8b129192e402f5518
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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