Hydrochloric Acid → HCID 66700621, compound

HRID 1253667Notes

Reaction equation

HRID 1253667 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 then 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 precipitate formed 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 then 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. customThe precipitate formed
  8. filtrationwas filtered out with suction
  9. washwashed with diethyl ether
  10. customdried in vacuo

Sources & evidence

ORD record
ord-bc7b024ec12f4844b22015f81f5e616a
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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