HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 49870452, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 66869684 | HCID 66869684 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 49870452 | HCID 49870452 | 47.2% |
Reaction Steps
A vial equipped with a flea stir bar was charged with (S)-3-((S)-1-(4-((1-aminocyclohexyl)ethynyl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one (12 mg, 0.025 mmol), i-Pr2NEt (0.015 mL, 0.08 mmol) and CH2Cl2 (2 mL). Acetic anhydride (0.005 mL, 0.043 mmol) was added. The mixture was stirred overnight at rt and evaporated to dryness. The residue was purified by prep HPLC to afford the title compound (6.1 mg, 47%). LC-MS Method 1 tR=1.65 min, m/z=517, 459; 1H NMR (CDCl3) 1.12 (s, 3H), 1.18 (s, 3H), 1.30 (m, 1H), 1.51 (d, 3H), 1.65 (m, 6H), 1.87 (m, 2H), 1.99 (s, 3H), 2.14 (m, 3H), 2.21 (s, 2H), 2.35 (m, 1H), 2.78 (m, 1H), 5.65 (q, 1H), 6.88 (d, 2H), 7.18 (d, 2H), 7.30-7.40 (5H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883778B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0f67c31044264670adfa97ce230cce73 |
| Source note | uspto-grants-2014_11 |