HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89705351, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 89704822 | HCID 89704822 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 89705351 | HCID 89705351 | 94% |
Reaction Steps
To a solution of 4-fluoro-5-((2-fluoro-4-iodophenyl)amino)benzo[d]thiazole-6-carboxylic acid (75 mg, 0.17 mmol) in t-BuOH (3 mL) was added DPPA (82 mg, 0.29 mmol) followed by triethylamine (36 mg, 0.36 mmol). The mixture was heated under reflux for 3 h and allowed to slowly warm to room temperature. The solvent was removed in vacuo and the resultant crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 2:1, v/v). The corresponding product was obtained (70 mg, 94.0% yield). 1H NMR (400 MHz, DMSO-d6): δ 11.78 (s, 1H), 8.66 (s, 1H), 7.95 (d, 1H), 7.74 (d, 1H), 7.47 (t, 1H), 7.33 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290468B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a0e4f7e4691546e48a7e1adf8c0575a6 |
| Source note | uspto-grants-2016_03 |