HCID 19768450, compound → HCID 14989568, compound

HRID 2248461Notes

Reaction equation

HRID 2248461 reaction equation
Cl.C([O:10][C:11]1[N:16]=[CH:15][C:14]([C:17]2([NH:23][C:24](=[O:31])[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1)(=O)C1C=CC=CC=1>CO>[O:10]=[C:11]1[NH:16][CH:15]=[C:14]([C:17]2([NH:23][C:24](=[O:31])[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[CH:13]=[CH:12]1

Participants

3

Reactant 1

HCID 19768450HCID 19768450, compound

Product 1

HCID 14989568HCID 14989568, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of N-[1-[6-(benzoyloxy)-3-pyridinyl]cyclohexyl]benzamide hydrochloride (10.4 g) was heated in 75 ml of refluxing methanol for 1 hour. The solution was cooled, and the solvent was removed in vacuo. The residual oil was triturated with a mixture of ethyl acetate and hexanes, affording 5.9 g of crude product as a solid. Recrystallization from isopropyl alcohol gave 1.91 g of a flocculent solid, m.p. 223°-224° C.

Workup

  1. temperatureThe solution was cooled
  2. customthe solvent was removed in vacuo
  3. customThe residual oil was triturated with a mixture of ethyl acetate and hexanes
  4. customaffording 5.9 g of crude product as a solid
  5. customRecrystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-3400626d706c4d51bc06bda64d7d6d50
Source dataset
uspto-grants-1991_08
Patent number
US05039809

Reaction notes

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