Hydrochloric Acid → HCID 70872769, compound

HRID 712966Notes

Reaction equation

HRID 712966 reaction equation
[ClH:1].[CH3:2][C:3]1[S:7][C:6]([CH:8]2[O:25][C:12]3([CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]3)[CH2:11][N:10]([CH2:26][C:27]([F:30])([F:29])[F:28])[CH2:9]2)=[N:5][CH:4]=1>ClCCl>[ClH:1].[CH3:2][C:3]1[S:7][C:6]([CH:8]2[O:25][C:12]3([CH2:13][CH2:14][NH:15][CH2:16][CH2:17]3)[CH2:11][N:10]([CH2:26][C:27]([F:30])([F:28])[F:29])[CH2:9]2)=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70872713Tert-butyl 10-(5-methylthiazol-2-yl)-8-(2,2,2-trifluoroethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate

Product 1

HCID 70872769HCID 70872769, compoundYield 110.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride (229 μL of 4 M solution in dioxane, 0.9160 mmol) was added to tert-butyl 10-(5-methylthiazol-2-yl)-8-(2,2,2-trifluoroethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (95 mg, 0.18 mmol) in anhydrous dichloromethane (1 mL) and the reaction mixture was stirred for 2 hours at room temperature. The excess HCl and solvent were removed under reduced pressure to yield 10-(5-methylthiazol-2-yl)-8-(2,2,2-trifluoroethyl)-11-oxa-3,8-diazaspiro[5.5]undecane hydrochloride salt (74 mg, 99%) as a light yellow solid. ESI-MS m/z calc. 335.1. found 336.5 (M+1)+; Retention time: 0.91 minutes (3 min run).

Workup

  1. customThe excess HCl and solvent were removed under reduced pressure

Sources & evidence

ORD record
ord-7c4c6b946202434498b421723220eb3b
Source dataset
uspto-grants-2015_11
Patent number
US09181273B2

Reaction notes

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