HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Butyn-1-OL → [2-Chloro-4-(3-fluoro-phenylamino)-phenyl]-{5-[4-(2-hydroxy-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Reactant | (5-Azido-2-methyl-phenyl)-[2-chloro-4-(3-fluoro-phenylamino)-phenyl]-methanone | HCID 86605538 | — |
| Product | [2-Chloro-4-(3-fluoro-phenylamino)-phenyl]-{5-[4-(2-hydroxy-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanone | HCID 11576023 | — |
Reaction Steps
The reaction was carried out similarly as described in the preparation of compound 116, using compound 459 (0.26 mmol) and but-3-yn-1-ol (0.29 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 6:1 as the eluent to afford the title compound as light yellow foam. 13C NMR (CDCl3) δ 194.9, 163.6 (d), 147.6, 146.3, 141.8 (d), 140.7, 138.3, 135.4, 134.8, 133.8, 132.6, 130.9 (d), 128.7, 122.4, 120.9, 120.0, 117.1, 116.1 (d), 113.7, 110.5 (d), 107.6 (d), 61.6, 28.7, 20.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293772B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-37c9d7585ecf419f8171337d95a8414d |
| Source note | uspto-grants-2012_10 |