Hydrochloric Acid → HCID 66684102, compound

HRID 1913887Notes

Reaction equation

HRID 1913887 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH:19]4[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]4)=[CH:15][CH:16]=3)[CH2:11][CH2:10][C:9]2=[O:32])=[CH:4][CH:3]=1.[ClH:33]>C(OCC)(=O)C.C(O)C>[ClH:33].[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH:19]4[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]4)=[CH:15][CH:16]=3)[CH2:11][CH2:10][C:9]2=[O:32])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46866328HCID 46866328, compound

Product 1

HCID 66684102HCID 66684102, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl 4-(1-(4-fluorophenyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yloxy)piperidine-1-carboxylate prepared in Example 7-(2) (6.0 g) in a mixture of ethyl acetate (12 mL) and ethanol (4 mL), 4M hydrochloric acid in ethyl acetate (10 mL) was added dropwise at room temperature and stirred for 16 hours. The reaction mixture was concentrated under reduced pressure, diluted with ethyl acetate and stirred at room temperature for 1 hour. The precipitate was collected by filtration and dried to give the titled compound (5.1 g, 99%) as a colorless solid.

Workup

  1. additionwas added dropwise at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additiondiluted with ethyl acetate
  4. stirringstirred at room temperature for 1 hour
  5. filtrationThe precipitate was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-747e66b3a9f548528498b740f3ef4932
Source dataset
uspto-grants-2013_12
Patent number
US08609847B2

Reaction notes

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