Pyridine, 3-(4-aminobutyl)- → HCID 14347346, compound

HRID 2232778Notes

Reaction equation

HRID 2232778 reaction equation
[N+](C1C=CC([O:10][C:11](=O)/[C:12](/[CH3:28])=[CH:13]/[CH:14]=[C:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=CC=1)([O-])=O.[N:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH2:36][CH2:37][CH2:38][CH2:39][NH2:40])[CH:31]=1>>[C:22]1([C:15]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:14]/[CH:13]=[C:12](\[CH3:28])/[C:11]([NH:40][CH2:39][CH2:38][CH2:37][CH2:36][C:32]2[CH:31]=[N:30][CH:35]=[CH:34][CH:33]=2)=[O:10])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 14347309HCID 14347309, compound

Product 1

HCID 14347346HCID 14347346, compoundYield 86.3%

Procedure

As in Example 134, (E)-5,5-diphenyl-2-methyl-2,4-pentadienoic acid 4-nitrophenyl ester (1.6 g) was reacted with 3-pyridinebutanamine (0.63 g) for 18 hours at 25° C. The crude amide obtained from the usual work up was purified by HPLC (ethyl acetate) and then crystallized from ether to provide 1.42 g of (E)-5,5-diphenyl-2-methyl-N-[4-(3-pyridinyl)butyl]-2,4-pentadienamide mp 93°-94° C.

Workup

  1. customThe crude amide obtained from the usual work
  2. customup was purified by HPLC (ethyl acetate)
  3. customcrystallized from ether

Sources & evidence

ORD record
ord-a3b30501f4fb4eaeb7270a1c9173a365
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

Loading…