HCID 136359776, compound → HCID 178434417, compound

HRID 2360694Notes

Reaction equation

HRID 2360694 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:17]3[C:32]([CH3:33])=[N:31][N:30](C4CCCCO4)[C:18]=3[N:19]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][C:23]=3[F:29])[CH:21]=2)=[O:15])[C:10]([CH3:41])([CH3:40])[CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[CH3:40][C:10]1([CH3:41])[CH2:9][NH:8][CH2:13][CH2:12][N:11]1[C:14]([C:16]1[CH:21]=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][C:23]=2[F:29])[N:19]=[C:18]2[NH:30][N:31]=[C:32]([CH3:33])[C:17]=12)=[O:15]

Participants

4

Reactant 1

HCID 136359776HCID 136359776, compound

Product 1

HCID 178434417HCID 178434417, compoundYield 109.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

130 mg of 4-[6-(2-fluoro-4-Hydroxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl ester were dissolved in 4.6 mL of 4M hydrochloric acid in dioxane. After complete conversion, dioxan was removed in vacuo, water was added and the solution was extracted twice with dichloromethane/isopropanol (10/1). The aqueous layer was lyophilized, taken up in water three times and lyophilized again to give 96 mg (100%) of the title compound as the hydrochloride salt.

Workup

  1. customAfter complete conversion, dioxan was removed in vacuo, water
  2. additionwas added
  3. extractionthe solution was extracted twice with dichloromethane/isopropanol (10/1)

Sources & evidence

ORD record
ord-5daee08dafaa4e868d777ca5210c2bcb
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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