Hydrochloric Acid → [5-(4-Oxospiro[chroman-2,4'-piperidin]-6-yl)-tetrazol-2-yl]methyl 2,2-dimethylpropanoate hydrochloride

HRID 1096933Notes

Reaction equation

HRID 1096933 reaction equation
[CH3:1][C:2]([CH3:36])([CH3:35])[C:3]([O:5][CH2:6][N:7]1[N:11]=[N:10][C:9]([C:12]2[CH:13]=[C:14]3[C:31](=[CH:32][CH:33]=2)[O:30][C:17]2([CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)[CH2:16][C:15]3=[O:34])=[N:8]1)=[O:4].[ClH:37]>CCOC(C)=O>[ClH:37].[CH3:1][C:2]([CH3:36])([CH3:35])[C:3]([O:5][CH2:6][N:7]1[N:11]=[N:10][C:9]([C:12]2[CH:13]=[C:14]3[C:31](=[CH:32][CH:33]=2)[O:30][C:17]2([CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)[CH2:16][C:15]3=[O:34])=[N:8]1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57931024tert-Butyl 6-(2-{[(2,2-dimethylpropanoyl)oxy]methyl}-2H-tetrazol-5-yl)-4-oxo-spiro[chroman-2,4'-piperidine]-1'-carboxylate

Product 1

HCID 66781586[5-(4-Oxospiro[chroman-2,4'-piperidin]-6-yl)-tetrazol-2-yl]methyl 2,2-dimethylpropanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-Butyl 6-(2-{[(2,2-dimethylpropanoyl)oxy]methyl}-2H-tetrazol-5-yl)-4-oxo-spiro[chroman-2,4′-piperidine]-1′-carboxylate (68.0 g) in EtOAc (1.36 L) was added 4N HCl in EtOAc (340 ml) at 0° C. and the mixture was further stirred for 21 h at room temperature. The resulted precipitate was filtered and washed with EtOAc to give intended compound as a pale yellow solid.

Workup

  1. filtrationThe resulted precipitate was filtered
  2. washwashed with EtOAc
  3. customto give

Sources & evidence

ORD record
ord-992f813e23564a1f863f5ad89fd8c617
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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