HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 45279720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 45279723 | HCID 45279723 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 45279720 | HCID 45279720 | — |
Reaction Steps
To a solution of 1-[(4-chlorophenyl)(hydroxy)methyl]-4-oxo-4H-quinolizine-3-carboxylic acid (0.300 mg, 0.910 mmol) in 5 mL of CH2Cl2 was added triethylsilane (0.29 mL, 1.8 mmol) and trifluoroacetic acid (0.35 mL, 4.5 mmol). After 1.5 h, 10 mL of water was added, and the reaction was extracted with CH2Cl2, dried over sodium sulfate, filtered, and concentrated in vacuo. The resultant residue was subjected to purification via reverse phase HPLC to yield the title compound that gave a mass ion (ES+) of 313.96 for M+H+. 1H NMR (400 MHz, CD3OD) δ 9.49 (d, J=7.1 Hz, 1H), 8.40 (s, 1H), 8.07 (d, J=9.1 Hz, 1H), 7.99-7.94 (m, 1H), 7.62-7.58 (m, 1H), 7.32 (d, J=8.5 Hz, 2H), 7.22 (d, J=8.8 Hz, 1H), 4.32 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278453B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-ea0081a5530b4cacbec4151ea553c827 |
| Source note | uspto-grants-2012_10 |