Sulfamide → (3R,5S)-3,5-dimethylpiperazine-1-sulfonamide

A solution of cis-2,6-dimethylpiperazine (5.0 g) and sulfamide (10.0 g) in 1,4-dioxane (100 ml) was stirred for 72 h at 110° C. The volatiles were removed in vacuo and the residue suspended in EtOAc. The filtrate was evaporated to a yellow solid (4.3 g). 1 g of this material was dissolved in methanol and applied to an SCX cartridge (10 g). The cartridge was washed with 50% aqueous methanol (200 ml) before the subtitle product was eluted with 5% ammonium hydroxide solution/methanol (200 ml). The solvent was removed under reduced pressure to yield the subtitle compound as a yellow solid. Yield: 0.46 g.

1. customThe volatiles were removed in vacuo
2. customThe filtrate was evaporated to a yellow solid (4.3 g)
3. dissolution1 g of this material was dissolved in methanol
4. washThe cartridge was washed with 50% aqueous methanol (200 ml) before the subtitle product
5. washwas eluted with 5% ammonium hydroxide solution/methanol (200 ml)
6. customThe solvent was removed under reduced pressure

ORD record

ord-013e0cf973ea4d33907b8fe3b6df001f

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07582644B2