Ammonia → HCID 66629995, compound

HRID 1663048Notes

Reaction equation

HRID 1663048 reaction equation
FC(F)(F)C(O)=O.[Si:8]([O:25][CH2:26][CH2:27][C:28]1([F:41])[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]1)([C:21]([CH3:24])([CH3:23])[CH3:22])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.N>ClCCl>[Si:8]([O:25][CH2:26][CH2:27][C:28]1([F:41])[CH2:29][CH2:30][NH:31][CH2:32][CH2:33]1)([C:21]([CH3:24])([CH3:22])[CH3:23])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 21096977HCID 21096977, compound

Product 1

HCID 66629995HCID 66629995, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.80 ml (37.06 mmol) of trifluoroacetic acid are added slowly to a solution of 3 g (6.17 mmol) of tert-butyl 4-(2-{[tert-butyldiphenylsilyl]oxy}ethyl)-4-fluoro-1-piperidinecarboxylate, obtained in step 12.3, in 20 ml of dichloromethane. Stirring is continued at room temperature for 5 hours. The reaction mixture is poured into a mixture of ice-water and 28% aqueous ammonia. The phases are separated by settling, the aqueous phase is extracted twice with dichloromethane and the combined organic phases are washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure.

Workup

  1. customThe phases are separated
  2. extractionthe aqueous phase is extracted twice with dichloromethane
  3. washthe combined organic phases are washed with saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6ff3fe0b39d040b799bc4de3bdaaf694
Source dataset
uspto-grants-2011_10
Patent number
US08034818B2

Reaction notes

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