HCID 178490543, compound → HCID 178490544, compound

HRID 2225578Notes

Reaction equation

HRID 2225578 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:30])[CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)=[C:14]([O:28][CH3:29])[CH:13]=2)[CH2:4][CH2:3]1>[C].[Pd].CO>[CH3:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([NH:8][C:9](=[O:30])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)=[C:14]([O:28][CH3:29])[CH:13]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 178490543HCID 178490543, compound

Product 1

HCID 178490544HCID 178490544, compoundYield 63.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using 1 g of N-(trans-4-methylcyclohexyl)-4-[2-(4-methylpiperazinyl)ethoxy]-3-methoxycinnamamide (Example 145), 0.05 g of 10% palladium-carbon, and 100 ml of methanol, a reaction similar to that conducted in Example 147 was carried out. The product obtained was recrystallized from methylene chloride/ether, yielding 0.64 g of N-(trans-4-methylcyclohexyl)-3-{4-[2-(4-methylpiperazinyl)ethoxy]-3-methoxyphenyl}propionamide (a compound of the present invention) as light-brownish white crystal, which had the following physiochemical properties:

Workup

  1. customa reaction similar to
  2. customThe product obtained
  3. customwas recrystallized from methylene chloride/ether

Sources & evidence

ORD record
ord-970125c2235e4d28a867680ba48e6d1c
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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