Diethyl Ether → HCID 18447122, compound

HRID 1269992Notes

Reaction equation

HRID 1269992 reaction equation
[CH3:1][C:2]1[C:10]([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[C:15]#[N:16])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2C1CCCCO1.[ClH:26].O1CCOCC1.C(OCC)C>C(O)(C)C.O1CCOCC1>[ClH:26].[CH3:1][C:2]1[C:10]([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[C:15]#[N:16])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 204431481,4-Dioxane hydrochlorideHCID 69430745HCID 69430745, compound

Product 1

HCID 18447122HCID 18447122, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Under nitrogen, 3-[(4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-yl)oxy]benzonitrile (299 mg, 0.897 mmol) was dissolved in a mixture of isopropyl alcohol (6 ml) and 1,4-dioxane (6 ml), followed by adding thereto a 4N-hydrochloric acid/1,4-dioxane solution (6 ml), and the resulting mixture was stirred at room temperature for 23 hours. After diethyl ether (30 ml) was added thereto and stirred, the precipitate was collected by filtration, washed with diethyl ether and then dried under reduced pressure to obtain 3-[(4-methyl-1H-indazol-5-yl)oxy]benzonitrile hydrochloride (176 mg, yield 69%).

Workup

  1. additionby adding
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with diethyl ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-cd6b01b2143e43d0acfc53c6f8fbc898
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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