Hydrochloric Acid → 6-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)spiro[chroman-2,4'-piperidin]-4-one hydrochloride

HRID 420158Notes

Reaction equation

HRID 420158 reaction equation
[O:1]=[C:2]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:24]3[NH:28][C:27](=[O:29])[O:26][N:25]=3)[CH:22]=2)[O:17][C:4]2([CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]2)[CH2:3]1.[ClH:30]>O1CCOCC1>[ClH:30].[O:29]=[C:27]1[O:26][N:25]=[C:24]([C:21]2[CH:22]=[C:23]3[C:18](=[CH:19][CH:20]=2)[O:17][C:4]2([CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[CH2:3][C:2]3=[O:1])[NH:28]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136058068Tert-butyl 4-oxo-6-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)spiro[chroman-2,4'-piperidine]-1'-carboxylate

Product 1

HCID 1363426496-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)spiro[chroman-2,4'-piperidin]-4-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of 437 mg of tert-butyl 4-oxo-6-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)spiro[chroman-2,4′-piperidine]-1′-carboxylate in 10 mL of 4N HCl in dioxane was stirred at rt for 1 d, the resultant white solid was filtered, and washed with ether. The collected white solid was dried in vacuo at 50° C. to give the intended compound as a colorless solid.

Workup

  1. filtrationthe resultant white solid was filtered
  2. washwashed with ether
  3. customThe collected white solid was dried in vacuo at 50° C.

Sources & evidence

ORD record
ord-285c275858994859a899e2b74c98e170
Source dataset
uspto-grants-2012_01
Patent number
US08093389B2

Reaction notes

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