HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68539553, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 57948959 | HCID 57948959 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68539553 | HCID 68539553 | 83% |
Reaction Steps
To a solution of (S)-4-(3-bromo-4-fluorophenyl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine (550 mg, 1.8 mmoles, 1.0 equiv) in tetrahydrofuran (20 mL) is added pyridine (720 mg, 9.0 mmoles, 5 equiv) and acetic acid anhydride (220 mg, 2.2 mmoles, 1.2 equiv). After 10 minutes, the reaction is poured into water and the aqueous mixture is extracted with dichloromethane. The organic phase is separated and washed with 1N HCl and saturated aqueous NaCl, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give the title compound (83% yield): MS (m/z) 345, 347 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07648983B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-9a39bda73df8407db64cc8dfb7265d53 |
| Source note | uspto-grants-2010_01 |