Hydrochloric Acid → HCID 90204553, compound
Reaction equation
[C:1]([CH:3]([C:11]1([CH3:15])[CH2:14][O:13][CH2:12]1)[NH:4]S(C(C)(C)C)=O)#[N:2].Cl.O1CCOCC1.C(N(CC)CC)C>CO>[NH2:4][CH:3]([C:11]1([CH3:15])[CH2:14][O:13][CH2:12]1)[C:1]#[N:2]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of N-[cyano-(3-methyloxetan-3-yl)methyl]-2-methyl-propane-2-sulfinamide (example 251a, 1.5 g, 6.51 mmol) in methanol (40 ml) cooled at 0° C. was added a solution of hydrochloric acid in dioxane (2.44 ml, 9.77 mmol) and the reaction mixture was stirred at 0° C. for 2 hours. Triethylamine (1.32 g, 1.82 ml, 13.0 mmol) was added to the reaction mixture which was then concentrated in vacuo. The residue was directly purified by flash chromatography on silica eluting with a dichloromethane/methanol gradient to yield the title compound (854 mg) as a yellow oil which was not totally pure and was used without any further purification. MS (ESI, m/z): 127.1 (M+H+).
Workup
- concentrationwas then concentrated in vacuo
- customThe residue was directly purified by flash chromatography on silica eluting with a dichloromethane/methanol gradient
Sources & evidence
- ORD record
- ord-29a7aed882ce49d49db20a3e5e3efb55
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09409866B2
Reaction notes
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