HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → HCID 25182418, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 25182555 | HCID 25182555 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25182418 | HCID 25182418 | 6% |
Reaction Steps
A solution of 2-(3-(2′,4′-difluorobiphenyl-3-yl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)acetic acid (30 mg, 0.072 mmol), HOBt (18 mg, 0.144 mmol), EDCl (30 mg, 0.144 mmol) and DIEA (0.2 ML) in anhydrous CH2Cl2 (3 mL) was stirred at 0° C. under NH3. Then the solution was stirred at rt overnight. Solvent was removed in vacuo, the residue was purified by HPLC to get 2-(3-(2′,4′-difluorobiphenyl-3-yl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)acetamide (1.68 mg, 6%). 1H-NMR (400 MHz, CDCl3): δ=2.58 (m, 2H), 2.80-3.00 (m, 2H), 3.27 (m, 1H), 3.50 (m, 1H), 6.00 (s, 1H), 6.36 (s, 1H), 6.78-6.90 (m, 2H), 7.05 (m, 1H), 7.23-7.55 (m, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-5c4180b00f41475983629c8a4ba636e1 |
| Source note | uspto-grants-2013_11 |