Hydrochloric Acid → HCID 59204871, compound

HRID 2241987Notes

Reaction equation

HRID 2241987 reaction equation
O1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:12]=[CH:13][CH:14]=[C:15]4[C:20]=3[N:19]=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16]4)[CH2:7][CH2:6]2)[O:4]CC1.Cl>O1CCCC1>[F:23][C:21]([F:22])([F:24])[C:17]1[CH:18]=[N:19][C:20]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][C:11]=2[N:8]1[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 592048658-[3-(Trifluoromethyl)-8-quinolinyl]-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 59204871HCID 59204871, compoundYield 66.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

A solution of 8-(1.4-dioxa-8-azaspiro[4.5]dec-8-yl)-3-(trifluoromethyl)quinoline (Step 3, 0.19 g) in tetrahydrofuran (3 mL) was treated with 2N aqueous HCl (1 mL) and then stirred at 40° C. for 18 hours. The mixture was cooled to room temperature and concentrated on a rotary evaporator. The residue was taken up in CH2Cl2, washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated on a rotary evaporator to give 0.11 g of the desired product as a yellow oil; MS (ES) m/z (relative intensity); 295 (M+H)+ (100).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated on a rotary evaporator
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-b380d390cd954acc847f9a7a7086bd42
Source dataset
uspto-grants-2010_03
Patent number
US07671056B2

Reaction notes

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