Hydrochloric Acid → HCID 71537842, compound

HRID 1754567Notes

Reaction equation

HRID 1754567 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:9]=[CH:10][C:11]3[C:12]4[N:26](C5CCCCO5)[N:25]=[CH:24][C:13]=4[C:14](=[O:23])[N:15]([CH2:18][C:19]([F:22])([F:21])[F:20])[C:16]=3[CH:17]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.ClC1C(C2C=CC3C4NN(C5CCCCO5)CC=4C(=O)N(CC(F)(F)F)C=3C=2)=CC=CN=1.Cl.O1CCOCC1>C(Cl)Cl>[Cl:1][C:2]1[C:7]([C:8]2[CH:9]=[CH:10][C:11]3[C:12]4[NH:26][N:25]=[CH:24][C:13]=4[C:14](=[O:23])[N:15]([CH2:18][C:19]([F:22])([F:21])[F:20])[C:16]=3[CH:17]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86679810HCID 86679810, compoundHCID 86679811HCID 86679811, compound

Product 1

HCID 71537842HCID 71537842, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 7-(2-chloropyrid-3-yl)-1-(tetrahydro-2H-pyran-2-yl)-5-(2,2,2-trifluoroethyl)-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one and 7-(2-chloropyrid-3-yl)-2-(tetrahydro-2H-pyran-2-yl)-5-(2,2,2-trifluoroethyl)-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (1.6 g, 3.46 mmol) in 34 mL of DCM, is added a 4M solution of hydrogen chloride in dioxane (8.5 mL, 34.6 mmol). The mixture is stirred for 3 hours at room temperature and concentrated to dryness. After purification by flash chromatography on amine phase (DCM/EtOH: 100/0 to 90/10), 189 mg of a white solid are obtained (yield=15%).

Workup

  1. concentrationconcentrated to dryness
  2. customAfter purification by flash chromatography on amine phase (DCM/EtOH: 100/0 to 90/10), 189 mg of a white solid
  3. customare obtained (yield=15%)

Sources & evidence

ORD record
ord-0f30c1d5fba94b81ad425a66106c9682
Source dataset
uspto-grants-2015_10
Patent number
US09169246B2

Reaction notes

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