Sulfamide → HCID 67051299, compound

HRID 2388871Notes

Reaction equation

HRID 2388871 reaction equation
[CH3:1][C@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.[S:15](N)([NH2:18])(=[O:17])=[O:16]>O1CCOCC1>[NH2:18][S:15]([N:7]1[CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:13])([CH3:12])[CH3:14])=[O:9])[CH2:3][C@H:2]1[CH3:1])(=[O:17])=[O:16]

Participants

4

Reactant 2

HCID 82267SulfamideHCID 2756811(R)-1-Boc-3-methylpiperazine2×

Product 1

HCID 67051299HCID 67051299, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of tert-butyl (3R)-3-methylpiperazine-1-carboxylate ((the product from step i), 1.1 g) in dioxane (60 ml) was added sulfamide (1.06 g) and the reaction was heated at 110° C. for 18 h. The reaction mixture was then partitioned between DCM (150 ml) and H2O (150 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 oil. Yield: 1.44 g

Workup

  1. customThe reaction mixture was then partitioned between DCM (150 ml) and H2O (150 ml)
  2. customThe organics were separated
  3. extractionthe aqueous layer was re-extracted with DCM (2×150 ml)
  4. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-82e38641dc0048dc993e3090727641bd
Source dataset
uspto-grants-2012_09
Patent number
US08269002B2

Reaction notes

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