HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine, hydrochloride (1:1) → 2-(4-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-[1,2,3]triazol-1-yl)-1-morpholin-4-yl-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine, hydrochloride (1:1) | HCID 197884 | — |
| Reactant | (4-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-[1,2,3]triazol-1-yl)-acetic acid | HCID 11496723 | — |
| Reactant | 2-(4-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-[1,2,3]triazol-1-yl)-N-ethyl-acetamide | HCID 11598675 | — |
| Product | 2-(4-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-[1,2,3]triazol-1-yl)-1-morpholin-4-yl-ethanone | HCID 11512329 | — |
Reaction Steps
The reaction was carried out similarly as described in the preparation of compound 112, using compound 111 (0.12 mmol) and morpholine hydrochloride (0.12 mmol). The crude product was purified by continuous gradient flash chromatography using MeOH/EtOAc 0:100 to 5:95 as the eluent to afford the title compound as almost yellow syrup. 13C NMR (CDCl3) δ 196.0, 163.5, 147.9, 147.3, 139.8, 138.0, 135.3, 133.7, 131.9, 129.2, 128.0, 127.7, 126.5, 124.4 (dd), 124.2 (dd), 121.4, 116.3, 112.8, 111.6 (dd), 104.9 (dd), 66.6, 66.4, 50.9, 45.9, 42.6, 20.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293772B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-5a4865f747d84d6fa27f7f1cbeb665d5 |
| Source note | uspto-grants-2012_10 |