Hydrochloric Acid → HCID 71238203, compound

HRID 2038719Notes

Reaction equation

HRID 2038719 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([F:11])=[CH:5][C:4]=1[C:12]1[CH:20]=[C:19]2[C:15]([CH:16]=[N:17][N:18]2C2CCCCO2)=[CH:14][CH:13]=1)[CH3:2].Cl>CO>[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([F:11])=[CH:5][C:4]=1[C:12]1[CH:20]=[C:19]2[C:15]([CH:16]=[N:17][NH:18]2)=[CH:14][CH:13]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 712379801H-Indazole, 6-(2-ethyl-5-fluoro-4-methoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-

Product 1

HCID 71238203HCID 71238203, compoundYield 106.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 6-(2-ethyl-5-fluoro-4-methoxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-indazole (Preparation 14, 1.8 g, 5.07 mmol) in methanol (100 mL) was added concentrated hydrochloric acid (12M) and the resulting solution was heated at 60° C. overnight, cooled to room temperature and concentrated in vacuo. The residue was redissolved in EtOAc (50 mL) and washed with saturated sodium hydrogen carbonate aqueous solution (50 mL). The organic layer was dried over MgSO4 and concentrated in vacuo to yield the title product (1.465 g) in 95% yield.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was redissolved in EtOAc (50 mL)
  4. washwashed with saturated sodium hydrogen carbonate aqueous solution (50 mL)
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2122d28368344ea8b43ff1794bf593fe
Source dataset
uspto-grants-2013_11
Patent number
US08575336B2

Reaction notes

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