1,4-Dioxane hydrochloride → HCID 69435281, compound

HRID 1269982Notes

Reaction equation

HRID 1269982 reaction equation
[CH3:1][C:2]1[C:10]([O:11][C@H:12]2[CH2:17][CH2:16][CH2:15][C@@H:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[CH2:13]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2C1CCCCO1.Cl.O1CCOCC1>C(O)(C)C>[CH3:1][C:2]1[C:10]([O:11][C@H:12]2[CH2:17][CH2:16][CH2:15][C@@H:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[CH2:13]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69431031HCID 69431031, compound

Product 1

HCID 69435281HCID 69435281, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Under nitrogen, the 4-methyl-5-[(cis-3-morpholin-4-ylcyclohexyl)oxy]-1-tetrahydro-2H-pyran-2-yl-1H-indazole (80 mg, 0.200 mmol) obtained in Example 727 was dissolved in isopropyl alcohol (3 ml), followed by adding thereto 4N-hydrochloric acid/1,4-dioxane (3 ml), and the resulting mixture was stirred at room temperature for 19 hours. The solvent was distilled off under reduced pressure and the resulting concentration residue was purified by a silica gel column chromatography (eluent: acetonitrile/aqueous ammonia=100/0, 100/1, 100/2) to obtain 4-methyl-5-[(cis-3-morpholin-4-ylcyclohexyl)oxy]-1H-indazole (55 mg, yield 87.1%) as a white amorphous substance.

Workup

  1. additionby adding
  2. distillationThe solvent was distilled off under reduced pressure
  3. concentrationthe resulting concentration residue
  4. customwas purified by a silica gel column chromatography (eluent: acetonitrile/aqueous ammonia=100/0, 100/1, 100/2)

Sources & evidence

ORD record
ord-547ca42935174dd992b7134014e0011f
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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