HCID 178490534, compound → HCID 178490535, compound

HRID 2225577Notes

Reaction equation

HRID 2225577 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[CH2:25][CH2:24][CH2:23][CH2:22]3)=[C:14]([O:26][CH3:27])[CH:13]=2)[CH2:4][CH2:3]1>[C].[Pd].CO>[CH3:1][C@H:2]1[CH2:3][CH2:4][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[CH2:22][CH2:23][CH2:24][CH2:25]3)=[C:14]([O:26][CH3:27])[CH:13]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 178490534HCID 178490534, compound

Product 1

HCID 178490535HCID 178490535, compoundYield 87.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using 1 g of N-(trans-4-methylcyclohexyl)-4-[2-(1-pyrrolidinyl)ethoxy]-3-methoxycinnamamide (Example 143), 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 0.88 g of N-(trans-4-methylcyclohexyl)-3-{4-[2-(1-pyrrolidinyl) ethoxy]-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-9b122cb2c6bf4d0da9fbfc9da0f88872
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

Loading…