1,4-Dioxane → 5-(4-(4-Chlorophenyl)1-piperidinyl)pentyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-3-one

HRID 466966Notes

Reaction equation

HRID 466966 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[O:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:4][CH2:3][CH2:2][CH2:7][CH2:6][CH:18]3[C:19](=[O:14])[NH:11][CH2:10][C:9]4[CH:8]=[CH:13][CH:12]=[CH:15][C:16]=4[O:17]3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 12036134-(4-Chlorophenyl)piperidine

Product 1

HCID 867463015-(4-(4-Chlorophenyl)1-piperidinyl)pentyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-3-oneYield 52.4%

Conditions

Temperature
110 °C

Procedure

In 10 ml of dioxane was dissolved 65.2 mg of the compound prepared in Reference Example 2, then 123 mg (3 equivalents) of 4-(4-chlorophenyl)piperidine was added thereto, and the resulting mixture was stirred at 110° C. for 6 hours with heating. Thereafter, the same procedures for reaction, treatment and purification as used in Example 1 were repeated to give 46.7 mg (yield: 52.4%) of the title compound. The hydrochloride of this compound was obtained by converting the compound into hydrochloride in the usual manner, and then recrystallizing the salt from methylene chloride-ether.

Workup

  1. customprepared in Reference Example 2
  2. temperaturewith heating
  3. customThereafter, the same procedures for reaction, treatment and purification

Sources & evidence

ORD record
ord-aeb369d7fe5c4430aa0ba780594b2149
Source dataset
uspto-grants-1992_10
Patent number
US05158947

Reaction notes

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