HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 86671777, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl [(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-thioxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate | HCID 57465560 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86671777 | HCID 86671777 | 76% |
Reaction Steps
To a solution of racemic Intermediate 6 (2.6 g, 6.7 mmol) in 1,4-dioxane (70 mL) at RT was added slowly 1N NaOH (13.5 mL) and the reaction mixture was stirred overnight before adding another 1N NaOH (13.5 mL). The mixture was then further stirred for 2 h before 1,4-dioxane was removed in vacuo. The aqueous layer was acidified with 1N HCl to ca pH 6 and extracted with DCM. The organics were dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound (1.9 g, 76% yield) as a yellow solid. LC/MS: m/z 375 [M(35Cl)+H]+, Rt=1.6 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102677B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-02bd6ac5d0a64aaa96db3a5c823c7d35 |
| Source note | uspto-grants-2015_08 |