Hydrochloric Acid → HCID 66700621, compound

HRID 1808363Notes

Reaction equation

HRID 1808363 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 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 by addition of acetone. The mixture was stirred for 10 min. at room temperature, then diethyl ether was added and stirring was carried out for a further 30 min. at room temperature. The resulting precipitate was filtered out with suction, washed with diethyl ether and dried in vacuo. Yield: 1.1 g (95%)

Workup

  1. temperaturerefluxed 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 by addition of acetone
  5. additiondiethyl ether was added
  6. stirringstirring
  7. waitwas carried out for a further 30 min. at room temperature
  8. filtrationThe resulting precipitate was filtered out with suction
  9. washwashed with diethyl ether
  10. customdried in vacuo

Sources & evidence

ORD record
ord-e2866d58096543ed9ca417dd21833523
Source dataset
uspto-grants-2013_01
Patent number
US08357717B2

Reaction notes

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