HCID 14347314, compound → (E)-5,5-bis(3-methoxyphenyl)-N-[1,1-dimethyl-4-(3-pyridinyl)butyl]-2,4-pentadienamide

HRID 2232785Notes

Reaction equation

HRID 2232785 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]=[C:26]([O:30][CH3:31])[CH:25]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)=CC=1)([O-])=O.[CH3:33][C:34]([CH3:45])([NH2:44])[CH2:35][CH2:36][CH2:37][C:38]1[CH:39]=[N:40][CH:41]=[CH:42][CH:43]=1>O1CCCC1>[CH3:23][O:22][C:18]1[CH:17]=[C:16]([C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)=[CH:14]/[CH:13]=[CH:12]/[C:11]([NH:44][C:34]([CH3:45])([CH3:33])[CH2:35][CH2:36][CH2:37][C:38]2[CH:39]=[N:40][CH:41]=[CH:42][CH:43]=2)=[O:10])[CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 14347314HCID 14347314, compoundHCID 14547286alpha,alpha-Dimethyl-3-pyridinebutanamine

Product 1

HCID 14347336(E)-5,5-bis(3-methoxyphenyl)-N-[1,1-dimethyl-4-(3-pyridinyl)butyl]-2,4-pentadienamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 134, a solution of (E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester 1.73 and alpha,alpha-dimethyl-3-pyridinebutanamine (0.9 mL) in tetrahydrofuran (20 mL) was stirred for 30 hours at reflux and, after the usual work up, the product was crystallized from ethyl acetate-hexane to afford 1.6 g of (E)-5,5-bis(3-methoxyphenyl)-N-[1,1-dimethyl-4-(3-pyridinyl)butyl]-2,4-pentadienamide mp 120°-121° C.

Workup

  1. temperatureat reflux
  2. customafter the usual work up, the product was crystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-e918f68948764d84a194129ad7490c02
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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