Hydrochloric Acid → HCID 86672457, compound

HRID 72876Notes

Reaction equation

HRID 72876 reaction equation
[F:1][CH:2]([F:29])[CH2:3][N:4]1[CH2:9][C:8]2([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)[O:7][CH:6]([C:22]2[O:23][C:24]([CH2:27][CH3:28])=[CH:25][N:26]=2)[CH2:5]1.[ClH:30]>C(Cl)Cl>[ClH:30].[F:29][CH:2]([F:1])[CH2:3][N:4]1[CH2:9][C:8]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[O:7][CH:6]([C:22]2[O:23][C:24]([CH2:27][CH3:28])=[CH:25][N:26]=2)[CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86672459HCID 86672459, compound

Product 1

HCID 86672457HCID 86672457, compoundYield 106%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(2,2-difluoroethyl)-2-(5-ethyloxazol-2-yl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (154 mg, 0.37 mmol) in DCM (0.4 mL) was added HCl (464 μL of 4 M solution in dioxane, 1.85 mmol) and the reaction mixture was stirred at room temperature for 1 hour. The solvent and excess HCl were removed under reduced pressure and the residue was triturated with Et2O to yield 4-(2,2-difluoroethyl)-2-(5-ethyloxazol-2-yl)-1-oxa-4,9-diazaspiro[5.5]undecane hydrochloride salt (138 mg, 96%) as a white solid. ESI-MS m/z calc. 315.2. Found 316.3 (M+1)+; Retention time: 1.07 minutes (3 min run).

Workup

  1. customThe solvent and excess HCl were removed under reduced pressure
  2. customthe residue was triturated with Et2O

Sources & evidence

ORD record
ord-5155a1c4f26f4f18aa8e7c4a7542fa68
Source dataset
uspto-grants-2014_09
Patent number
US08828996B2

Reaction notes

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