HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 71621783, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 71621782 | HCID 71621782 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71621783 | HCID 71621783 | 80.9% |
Reaction Steps
Sodium borohydride (24.0 g 0.636 mol) was added to a solution of methyl 3-[({[4-(aminocarbonyl)-3-(4-nitrophenyl)isothiazol-5-yl]amino}carbonyl)amino]propanoate (25.0 g, 0.0636 mol) in tetrahydrofuran (1200 mL). The resulting suspension was heated to reflux. Methanol (200 mL) was added drop wise over 1 hr. and the reaction was refluxed for 1 hr. The reaction mixture was cooled to ambient temperature and solvent concentrated in vacuo. The residue taken in EtOAc (600 mL) and washed with water, 2 N HCl and brine then dried (sodium sulfate), filtered, solvent concentrated in vacuo to give the title compound as a yellow solid (18.8 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969583B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-c88cf36e1ac545bb8700b1c1e0b19984 |
| Source note | uspto-grants-2015_03 |