Hydrochloric Acid → HCID 67216860, compound
Reaction equation
[CH:1]1([S:4]([NH:7][C@@H:8]2[CH2:12][N:11](C(OC(C)(C)C)=O)[C@H:10]([CH2:20][CH3:21])[CH2:9]2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[ClH:22]>O1CCOCC1>[ClH:22].[CH2:20]([C@H:10]1[NH:11][CH2:12][C@@H:8]([NH:7][S:4]([CH:1]2[CH2:3][CH2:2]2)(=[O:5])=[O:6])[CH2:9]1)[CH3:21]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To a solution of (2R,4S)-tert-butyl 4-(cyclopropanesulfonamido)-2-ethylpyrrolidine-1-carboxylate (0.95 g, 2.98 mmol, Preparation #15) in 1,4-dioxane (7.5 mL) was added HCl (4 N in 1,4-dioxane, 7.46 mL, 29.8 mmol). The reaction mixture was heated to about 60° C. After about 4 h, the reaction mixture was cooled to ambient temperature and concd in vacuo to provide crude N-((3S,5R)-5-ethylpyrrolidin-3-yl)cyclopropanesulfonamide hydrochloride (0.38 g, 50%) as a brown residue: LC/MS (Table 1, Method a) Rt=0.63 min; MS m/z: 219 (M+H)+.
Workup
- temperaturethe reaction mixture was cooled to ambient temperature
Sources & evidence
- ORD record
- ord-4be0f389550e4b768fd5c5bd4a386e1f
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08426411B2
Reaction notes
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