HCID 178451554, compound → HCID 178515376, compound

HRID 420151Notes

Reaction equation

HRID 420151 reaction equation
[O:1]=[C:2]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:24]3[NH:28][N:27]=[N: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>Cl.O1CCOCC1>[NH:28]1[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])=[N:25][N:26]=[N:27]1

Participants

3

Reactant 1

HCID 178451554HCID 178451554, compound

Product 1

HCID 178515376HCID 178515376, compound

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

4 N HCl-1,4-dioxane (200 mL) was added to 40.6 g tert-butyl 4-oxo-6-(1H-tetrazol-5-yl)spiro[chroman-2,4′-piperidine]-1′-carboxylate produced in Reference Example 17, and stirred at room temperature for 5 hours. The reaction mixture was concentrated, and the residue was triturated with methanol. The insoluble solid was collected through filtration, and dried under reduced pressure to obtain 6-(1H-tetrazol-5-yl)-spiro[chroman-2,4′-piperidine]-4-one as a colorless solid.

Workup

  1. customproduced in Reference Example 17
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was triturated with methanol
  4. filtrationThe insoluble solid was collected through filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-498688e63a1e444296f256c3e128be1b
Source dataset
uspto-grants-2012_01
Patent number
US08093389B2

Reaction notes

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