Sulfamide → HCID 53628401, compound
Reaction equation
[NH:1]1[CH2:5][CH2:4][C@H:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:2]1.[S:14](N)([NH2:17])(=[O:16])=[O:15]>O1CCOCC1>[NH2:17][S:14]([N:1]1[CH2:5][CH2:4][C@H:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:10])([CH3:12])[CH3:11])[CH2:2]1)(=[O:16])=[O:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
To a solution of tert-butyl (3S)-pyrrolidin-3-ylcarbamate (1.3 g) in dioxane (50 ml) was added sulfamide (1.55 g) and the reaction was heated at 110° C. for 18 h. The reaction mixture was then partitioned between DCM (150 ml) and H2O (100 ml). The organics were separated and the aqueous layer was re-extracted with DCM (2×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo to give the subtitle compound as a pale yellow solid. Yield: 1.44 g
Workup
- customThe reaction mixture was then partitioned between DCM (150 ml) and H2O (100 ml)
- customThe organics were separated
- extractionthe aqueous layer was re-extracted with DCM (2×150 ml)
- dry with materialdried (MgSO4)
Sources & evidence
- ORD record
- ord-31209aa3226140768aa089598185ca25
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08722883B2
Reaction notes
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