HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 178473801, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178422083 | HCID 178422083 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 178473801 | HCID 178473801 | — |
Reaction Steps
A mixture of 2-((2S)-bicyclo[2.2.1]heptan-2-ylamino)-5-methyl-5-(piperidin-4-ylmethyl)thiazol-4(5H)-one (130 mg, 0.41 mmol), acetic anhydride (Aldrich, 83 mg, 0.81 mmol) and diisopropylethylamine (157 mg, 1.22 mmol) in CH2Cl2 (3 mL) was stirred at room temperature for ca. 18 h. Brine was then added, and the mixture was extracted with CH2Cl2 (4×60 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Flash column chromatography (silica gel, 0-3.5% MeOH in CH2Cl2) afforded the title compound as a colorless thin film (116 mg). MS (ESI, pos. ion) m/z: 364 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541592B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-7c8e3abac13349f3be516704f3e333d7 |
| Source note | uspto-grants-2013_09 |