HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Butyn-1-OL → [2-Chloro-4-(2-methoxy-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-(2-methoxy-phenylamino)-phenyl]-methanone | HCID 86605532 | — |
| Product | [2-Chloro-4-(2-methoxy-phenylamino)-phenyl]-{5-[4-(2-hydroxy-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanone | HCID 11503608 | — |
Reaction Steps
The reaction was carried out similarly as described in the preparation of compound 116, using compound 442 (0.27 mmol) and but-3-yn-1-ol (0.30 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 20:80 as the eluent to afford the title compound. 13C NMR (DMSO-d6) δ 193.6, 152.4, 150.2, 145.6, 141.1, 135.9, 134.4, 134.2, 134.0, 132.3, 128.2, 125.3, 124.6, 123.4, 121.0, 120.6, 118.8, 115.1, 112.2, 111.7, 60.1, 55.4, 29.1, 19.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293772B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-531460236f3145378a403edf0df36c67 |
| Source note | uspto-grants-2012_10 |