Hydrochloric Acid → HCID 68528052, compound

HRID 30409

Reaction equation

HRID 30409 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C:10]([CH:15]([O:23][C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([F:33])[CH:31]=3)[NH:26][N:25]=2)C2C=CC=CC=2F)(C)[CH2:9]1)=O)(C)(C)C.[ClH:34]>CCOC(C)=O.O1CCOCC1>[ClH:34].[F:33][C:30]1[CH:31]=[C:32]2[C:27](=[CH:28][CH:29]=1)[N:26]([C:29]1[CH:28]=[CH:27][CH:32]=[CH:31][C:30]=1[F:33])[N:25]=[C:24]2[O:23][CH2:15][CH:10]1[CH2:11][CH2:12][CH2:13][N:8]([CH3:6])[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 685314413-[5-fluoro-1-(2-fluoro-phenyl)-1H-indazol-3-yloxymethyl]-3-methyl-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 68528052HCID 68528052, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a room temperature stirred solution of Intermediate 57 (0.127 g, 0.278 mmol) in EtOAc (0.925 ml) was added 0.902 ml of a 4.0 M HCl solution in dioxane. The reaction was allowed to stir overnight at room temperature. Upon completion as indicated by HPLC, the reaction was concentrated under reduced pressure. EtOAc was added to the solid and then concentrated down under reduced pressure. This process was repeated five times. The solid was triturated with EtOAc/Et2O (2:1), the solid was filtered and then washed with Et2O (2×15 ml). The solid was placed in a drying oven under reduced pressure to yield 0.089 g (81.7%) of the title product.

Workup

  1. concentrationthe reaction was concentrated under reduced pressure
  2. additionEtOAc was added to the solid
  3. concentrationconcentrated down under reduced pressure
  4. customThe solid was triturated with EtOAc/Et2O (2:1)
  5. filtrationthe solid was filtered
  6. washwashed with Et2O (2×15 ml)
  7. customThe solid was placed in a drying oven under reduced pressure

Sources & evidence

ORD record
ord-4d3942872b814869a0990daf77a1908c
Source dataset
uspto-grants-2008_09
Patent number
US07423054B2

Linked notes

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