Hydrochloric Acid → HCID 86679799, compound

HRID 1754556Notes

Reaction equation

HRID 1754556 reaction equation
[F:1][CH:2]([F:32])[CH2:3][N:4]1[C:13]2[CH:12]=[C:11]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)[CH:10]=[CH:9][C:8]=2[C:7]2[N:20](COCC[Si](C)(C)C)[N:21]=[CH:22][C:6]=2[C:5]1=[O:31].FC(F)CN1C2C=C(C3C=CN=CC=3)C=CC=2C2NN(COCC[Si](C)(C)C)CC=2C1=O.[ClH:65].O1CCOCC1>C(Cl)Cl.C(O)(C)C>[ClH:65].[F:32][CH:2]([F:1])[CH2:3][N:4]1[C:13]2[CH:12]=[C:11]([C:14]3[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=3)[CH:10]=[CH:9][C:8]=2[C:7]2[NH:20][N:21]=[CH:22][C:6]=2[C:5]1=[O:31]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86679800HCID 86679800, compoundHCID 86679801HCID 86679801, compound

Product 1

HCID 86679799HCID 86679799, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-(2,2-difluoroethyl)-7-(pyrid-4-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one and 5-(2,2-difluoroethyl)-7-(pyrid-4-yl)-2-{[2-(trimethylsilyl)ethoxy]methyl}-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (100 mg, 0.22 mmol) in 2 mL of DCM is added a 4M solution of anhydrous hydrogen chloride in dioxane (1.10 mL, 4.38 mmol) at room temperature. After stirring at room temperature for 24 hours, the mixture is filtered. The solid obtained is taken up in isopropanol, filtered off and dried under vacuum to give 74 mg of a white powder (hydrochloride, yield: 94%).

Workup

  1. filtrationthe mixture is filtered
  2. customThe solid obtained
  3. filtrationfiltered off
  4. customdried under vacuum

Sources & evidence

ORD record
ord-237fe30838854c0eaf356d68cd85309f
Source dataset
uspto-grants-2015_10
Patent number
US09169246B2

Reaction notes

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