1,4-Dioxane hydrochloride → HCID 178509379, compound

HRID 489449Notes

Reaction equation

HRID 489449 reaction equation
[N:1]1[O:2][N:3]=[C:4]2[C:9]([CH:10]3[C:15]([C:16]#[N:17])=[C:14]([CH:18]4[CH2:27][CH2:26][CH2:25][CH2:24][C:19]54OCC[O:20]5)[NH:13][C:12]4=[N:28][NH:29][CH:30]=[C:11]34)=[CH:8][CH:7]=[CH:6][C:5]=12.O1CCOCC1.Cl>CO>[N:1]1[O:2][N:3]=[C:4]2[C:9]([CH:10]3[C:15]([C:16]#[N:17])=[C:14]([CH:18]4[CH2:27][CH2:26][CH2:25][CH2:24][C:19]4=[O:20])[NH:13][C:12]4=[N:28][NH:29][CH:30]=[C:11]34)=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178509375HCID 178509375, compound

Product 1

HCID 178509379HCID 178509379, compoundYield 2.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 4-(2,1,3-Benzoxadiazol-4-yl)-5-cyano-4,7-dihydro-6-(1,4-dioxa-spiro[4,5]decan-6-yl)-2H-pyrazolo[3,4-b]pyridine (1.0 g) in methanol (30 mL) was added 4N HCl dioxane solution (6.0 mL) at room temperature and the mixture was heated at 60° C. for two hours. After alkalification with sodium bicarbonate, the mixture was extracted with chloroform. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate (1:1)) to give the title compound (20 mg) as colorless crystals.

Workup

  1. extractionAfter alkalification with sodium bicarbonate, the mixture was extracted with chloroform
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate (1:1))

Sources & evidence

ORD record
ord-c44be7b8f19f4fa5a7c62c9661cbdc7a
Source dataset
uspto-grants-2005_12
Patent number
US06977262B2

Reaction notes

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