HCID 178490536, compound → HCID 178490537, compound

HRID 2225576Notes

Reaction equation

HRID 2225576 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:29])[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][CH2:24][CH2:23][CH2:22]3)=[C:14]([O:27][CH3:28])[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:29])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)=[C:14]([O:27][CH3:28])[CH:13]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 178490536HCID 178490536, compound

Product 1

HCID 178490537HCID 178490537, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using 1 g of N-(trans-4-methylcyclohexyl)-4-(2-piperidinoethoxy)-3-methoxycinnamamide (Example 142), 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 0.91 g of N-(trans-4-methylcyclohexyl)-3-[4-(2-piperidinoethoxy)-3-methoxyphenyl]propionamide (a compound of the present invention) as 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-0e1469e1cf934de3886abaab52342499
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

Loading…