Hydrochloric Acid → HCID 178515247, compound

HRID 1754582Notes

Reaction equation

HRID 1754582 reaction equation
C[O:2][C:3]1[C:8]([C:9]2[CH:10]=[CH:11][C:12]3[C:13]4[NH:27][N:26](C5CCCCO5)[CH2:25][C:14]=4[C:15](=[O:24])[N:16]([CH2:19][C:20]([F:23])([F:22])[F:21])[C:17]=3[CH:18]=2)=[CH:7][CH:6]=[CH:5][N:4]=1.Cl.O1CCOCC1.C(OC(C)C)(C)C>C(Cl)Cl.CO>[OH:2][C:3]1[C:8]([C:9]2[CH:10]=[CH:11][C:12]3[C:13]4[NH:27][N:26]=[CH:25][C:14]=4[C:15](=[O:24])[N:16]([CH2:19][C:20]([F:23])([F:21])[F:22])[C:17]=3[CH:18]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 312751,4-DioxaneHCID 86679821HCID 86679821, compound

Product 1

HCID 178515247HCID 178515247, compoundYield 72.2%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of 7-(2-methoxypyrid-3-1)-1-(tetrahydro-2H-pyran-2-1)-5-(2,2,2-trifluoroethyl)-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one and 7-(2-methoxypyrid-3-yl)-2-(tetrahydro-2H-pyran-2-yl)-5-(2,2,2-trifluoroethyl)-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (90 mg, 0.20 mmol) in a DCM/MeOH mixture (50/50) is added a 4M solution of hydrogen chloride in anhydrous dioxane (2 mL, 2.45 mmol). The solution is stirred at room temperature for 10 days and then poured into diisopropyl ether. The precipitate formed is filtered off and washed with EtOH. 52 mg of a white solid are obtained (yield: 65%).

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washwashed with EtOH

Sources & evidence

ORD record
ord-8959b7bb30334fedab7701ac80297722
Source dataset
uspto-grants-2015_10
Patent number
US09169246B2

Reaction notes

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