Diethyl Ether → HCID 14032523, compound

HRID 2107393Notes

Reaction equation

HRID 2107393 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][N:9]=2)[CH2:4][CH2:3]1.CCOCC.[C:22]([Cl:32])(=[O:31])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1>>[ClH:32].[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([C:22]([N:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]3)=[N:9]2)=[O:31])=[CH:24][CH:25]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 7477p-Anisoyl chlorideHCID 178480237HCID 178480237, compound

Product 1

HCID 14032523HCID 14032523, compoundYield 74.4%

Procedure

A solution of 3.0 g of 3-(1-methyl-4-piperidinyl)-1H-indazole in 10 ml of p-anisoyl chloride was heated at 100° C. for 3 hr. The reaction mixture was cooled to ambient temperature, ether was added and the solid was collected. The solid, suspended in ether, was stirred for 16 hr. The mixture was filtered, and dried. Recrystallization from ethanol (twice) yielded 4.0 g (74.4%) of product, mp 235°-237° C.

Workup

  1. customthe solid was collected
  2. filtrationThe mixture was filtered
  3. customdried
  4. customRecrystallization from ethanol (twice)

Sources & evidence

ORD record
ord-b56cf04212614ca5887ed99ac0375a16
Source dataset
uspto-grants-1990_06
Patent number
US04933460

Reaction notes

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