HCID 178490541, compound → HCID 178490542, compound

HRID 2225580Notes

Reaction equation

HRID 2225580 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:28])[CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH:25]=[CH:24][N:23]=[CH:22]3)=[C:14]([O:26][CH3:27])[CH:13]=2)[CH2:4][CH2:3]1>[C].[Pd].CO>[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:28])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH:25]=[CH:24][N:23]=[CH:22]3)=[C:14]([O:26][CH3:27])[CH:13]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 178490541HCID 178490541, compound

Product 1

HCID 178490542HCID 178490542, compoundYield 92.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using 1 g of N-(trans-4-methylcyclohexyl)-4-[2-(1-imidazolyl)ethoxy]-3-methoxycinnamamide (Example 146), 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 0.93 g of N-(trans-4-methylcyclohexyl)-3-{4-[2-(1-imidazolyl)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-0f75c48855c04e16a051ee933ea7e0c9
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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