1,4-Dioxane hydrochloride → HCID 69431415, compound

HRID 1269985Notes

Reaction equation

HRID 1269985 reaction equation
[CH3:1][C:2]1[C:10]([O:11][C@@H:12]2[CH2:17][CH2:16][CH2:15][C@H:14]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=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]([NH:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=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 69430015HCID 69430015, compound

Product 1

HCID 69431415HCID 69431415, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Under nitrogen, N-[cis-3-[(4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-yl)oxy]cyclohexyl]-N-phenylamine (100 mg, 0.247 mmol) was dissolved in isopropyl alcohol (4 ml), followed by adding thereto a 4N-hydrochloric acid/1,4-dioxane solution (4 ml), and the resulting mixture was stirred at room temperature for 20 hours. The solvent was distilled off under reduced pressure and the resulting concentration residue was thoroughly dispersed and suspended in isopropyl alcohol. Thereafter, the solid was collected by filtration, washed with a small volume of isopropyl alcohol and then dried under reduced pressure to obtain N-[cis-3-[(4-methyl-1H-indazol-5-yl)oxy]cyclohexyl]-N-phenylamine (71 mg, yield 80.5%) as a whitely yellow solid.

Workup

  1. additionby adding
  2. distillationThe solvent was distilled off under reduced pressure
  3. concentrationthe resulting concentration residue
  4. additionwas thoroughly dispersed
  5. filtrationThereafter, the solid was collected by filtration
  6. washwashed with a small volume of isopropyl alcohol
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-a7371562db584f4c87ec120954e3bb68
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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