HCID 20074099, compound → HCID 14881783, compound

HRID 704439Notes

Reaction equation

HRID 704439 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH:16]2[NH:20][C:19]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>O>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH:16]2[CH2:17][CH2:18][CH:19]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[NH:20]2)=[O:15])[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

3

Reactant 1

HCID 20074099HCID 20074099, compound

Product 1

HCID 14881783HCID 14881783, compoundYield 43.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Heptyl-4-[2-(3-pyridyl)-2-pyrrolin-5-ylcarbonyl]piperazine (570 mg) was catalytically reduced in 20 ml of water plus 20 ml of ethanol in the presence of platinum oxide as the catalyst until cessation of the absorption of hydrogen. The catalyst was filtered off, the filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (5 g). Elution with methanol ethyl acetate (1:10, v/v) gave 250 mg of 1-heptyl-4-[5-(3-pyridyl)pyrrolidin-2-ylcarbonyl]piperazine. This product was converted to its trihydrochloride (180 mg) in the same manner as in Example 54. Melting point 138°-143° C.

Workup

  1. custom20 ml of ethanol in the presence of platinum oxide as the catalyst until cessation of the absorption of hydrogen
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washElution with methanol ethyl acetate (1:10

Sources & evidence

ORD record
ord-cb6d5185cbfe44d78df57e6c6c542e38
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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