HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → HCID 178522378, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 178524750 | HCID 178524750 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178522378 | HCID 178522378 | — |
Reaction Steps
To a solution of 4-hydroxy-2-(pyridin-2-yl)pyrimidine-5-carboxylic acid (10-c) (10 g, 46 mmol) in toluene (150 ml) was added DPPA (13.94 g, 50.6 mmol), Et3N (9.31, 92.1 mmol) and benzyl alcohol (14.93 g, 0.14 mol). The resulting mixture was heated at reflux overnight. Then the mixture was concentrated under vacuum and the residue was purified on silica gel chromatography with the eluent of petroleum ether/ethyl acetate=1/5, v/v, (Rf=0.3) to afford the crude compound 10-d (3.2 g). The sample delivered was re-purified on prep-HPLC. 1H NMR (DMSO-d6, 300 MHz): δ 8.73 (m, 1H), 8.40 (m, 2H), 8.00 (m, 1H), 7.37 (m, 6H), 5.19 (s, 1H). (M+H)+=323.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006433B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-3f634abe062b451f9a5443a6e9243e50 |
| Source note | uspto-grants-2015_04 |