HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67282314, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 67282603 | HCID 67282603 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67282314 | HCID 67282314 | 55.8% |
Reaction Steps
5-(4-Aminopiperidin-1-yl)-7-chloro-1-methyl-3-(naphthalen-2-ylmethyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (50 mg, 0.11 mmol) was dissolved in dichloromethane (0.5 mL) and triethylamine (31 μL, 0.22 mmol), acetic anhydride (11 μL, 0.11 mmol) was added and the mixture was stirred at ambient temperature for 1 hour. To the solution was added silica and concentrated in vacuo. Column chromatography eluting with a gradient of 70-100% ethyl acetate in hexanes then 0-15% methanol in ethyl acetate provided N-(1-(7-chloro-1-methyl-3-(naphthalen-2-ylmethyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)piperidin-4-yl)acetamide (30 mg, 55% yield). ESI m/z measured 489.2043 [M+H]+. calculated 489.2057.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604023B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-006f66b87ae54a3f803462fa08b5eb3a |
| Source note | uspto-grants-2013_12 |