Hydrochloric Acid → HCID 28275174, compound

HRID 2388695Notes

Reaction equation

HRID 2388695 reaction equation
[N:1]1([C:7]([C:9]2[C:13]3[CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][CH2:17][C:12]=3[O:11][N:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CO>[N:1]1([C:7]([C:9]2[C:13]3[CH2:14][NH:15][CH2:16][CH2:17][C:12]=3[O:11][N:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68643966HCID 68643966, compound

Product 1

HCID 28275174HCID 28275174, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 3-(piperidine-1-carbonyl)-6,7-dihydroisoxazolo[4,5-c]pyridine-5(4H)-carboxylate (0.3 g, 0.89 mmol) (product of stage 6) was dissolved in 7 ml of methanol, concentrated HCl (0.56 ml, 17.8 mmol) was added and the mixture was stirred at room temperature overnight. The solvent was then distilled off in vacuo, the residue was taken up in NaHCO3 solution and the mixture was extracted with ethyl acetate. The combined organic phases were dried with MgSO4, filtered and concentrated in vacuo. The crude product was employed in the next stage without further purification.

Workup

  1. distillationThe solvent was then distilled off in vacuo
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe combined organic phases were dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was employed in the next stage without further purification

Sources & evidence

ORD record
ord-3fc82da647ca48ae8e13ca243ae72526
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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