Hydrochloric Acid → HCID 178438023, compound

HRID 2360684Notes

Reaction equation

HRID 2360684 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:17]3[C:32]([CH2:33][CH3:34])=[N:31][NH:30][C:18]=3[N:19]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([F:29])[CH:23]=3)[CH:21]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.C(OCC)C>C(O)(C)C.O1CCOCC1>[CH2:33]([C:32]1[C:17]2[C:18](=[N:19][C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([F:29])[CH:23]=3)=[CH:21][C:16]=2[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])[NH:30][N:31]=1)[CH3:34]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178438024HCID 178438024, compound

Product 1

HCID 178438023HCID 178438023, compoundYield 102.9%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[3-ethyl-6-(3-fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (0.23 g, 0.50 mmol) in iso-propanol (7 ml) was added 4N HCl in dioxane (1.3 ml). The reaction mixture was heated for 4 hours, diethyl ether was then added, the resulting precipitate was filtered off and washed once with diethyl ether to afford the hydrochloride salt of the title compound (0.19 g, 97%) as a yellow solid.

Workup

  1. temperatureThe reaction mixture was heated for 4 hours
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed once with diethyl ether

Sources & evidence

ORD record
ord-1ce4ca3a00d648af882c66bff2254da0
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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