Diethyl Ether → HCID 14032523, compound

HRID 652141Notes

Reaction equation

HRID 652141 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-98a882e5c0c3427eb71fa5b2db7848b0
Source dataset
uspto-grants-1987_06
Patent number
US04670447

Reaction notes

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