Hydrochloric Acid → HCID 66700621, compound

HRID 1643444Notes

Reaction equation

HRID 1643444 reaction equation
[F:1][C:2]1([F:24])[CH2:5][N:4]([CH:6]2[CH2:23][CH2:22][C:9]3([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]3)[CH2:8][CH2:7]2)[CH2:3]1.[ClH:25]>CO>[ClH:25].[ClH:25].[F:24][C:2]1([F:1])[CH2:5][N:4]([CH:6]2[CH2:7][CH2:8][C:9]3([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)[CH2:22][CH2:23]2)[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86642466HCID 86642466, compound

Product 1

HCID 66700621HCID 66700621, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-3-azaspiro[5.5]undecane-3-carboxylate (1.26 g, 3.66 mmol) was dissolved in hydrogen chloride in methanol (1.25 mol/l, 29 ml) and the solution was refluxed for 45 min. The solvent was removed in vacuo and the residue was dissolved in a small amount of ethanol. A solid was subsequently precipitated out by addition of acetone. The mixture was stirred at room temperature for 10 min, diethyl ether was then added and the mixture was stirred at room temperature for a further 30 min. The resulting precipitate was filtered out with suction, washed with diethyl ether and dried in vacuo. Yield: 1.1 g (95%)

Workup

  1. temperaturethe solution was refluxed for 45 min
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in a small amount of ethanol
  4. customA solid was subsequently precipitated out by addition of acetone
  5. additiondiethyl ether was then added
  6. stirringthe mixture was stirred at room temperature for a further 30 min
  7. filtrationThe resulting precipitate was filtered out with suction
  8. washwashed with diethyl ether
  9. customdried in vacuo

Sources & evidence

ORD record
ord-7459f44adea941a48621ddac8462a245
Source dataset
uspto-grants-2012_02
Patent number
US08119805B2

Reaction notes

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