Hydrochloric Acid → HCID 178497275, compound

HRID 574998Notes

Reaction equation

HRID 574998 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([C:30]([OH:32])=[O:31])[C:12]3[C:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[N:16][N:15](C4CCCCO4)[C:13]=3[N:14]=2)=[CH:5][C:4]=1[C:33]([O:35][CH3:36])=[O:34].O>O1CCOCC1.C(Cl)Cl>[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([C:30]([OH:32])=[O:31])[C:12]3[C:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[N:16][NH:15][C:13]=3[N:14]=2)=[CH:5][C:4]=1[C:33]([O:35][CH3:36])=[O:34]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 117778215HCID 117778215, compound

Product 1

HCID 178497275HCID 178497275, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

10 mL of a solution of anhydrous hydrogen chloride in dioxane (4 M) are added to a solution of 6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (2.0 g/4.20 mmol) in 35 mL of DCM. The solution is stirred at ambient temperature for 15 minutes and then run into water and extracted with EtOAc. The organic phase is washed with water and then with a saturated aqueous solution of NaCl, dried over sodium sulphate and concentrated to dryness to give 1.4 g of a pale yellow powder (yield: 86%).

Workup

  1. extractionextracted with EtOAc
  2. washThe organic phase is washed with water
  3. dry with materialwith a saturated aqueous solution of NaCl, dried over sodium sulphate
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-15dd516f7c6d4c34b2b65ebb0c4f2036
Source dataset
uspto-grants-2015_05
Patent number
US09034898B2

Reaction notes

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