HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoro-2-(1-methylethoxy)benzenamine → N-(3-(Dimethylamino)propyl)-4-(4-fluoro-2-iso-propoxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoro-2-(1-methylethoxy)benzenamine | HCID 3756385 | — |
| Reactant | Water ammonium hydroxide | HCID 86589665 | — |
| Reactant | 4-chloro-N-(3-(dimethylamino)propyl)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide hydrochloride salt | HCID 86665667 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(3-(Dimethylamino)propyl)-4-(4-fluoro-2-iso-propoxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide | HCID 46182300 | 28.9% |
Reaction Steps
4-Fluoro-2-iso-propoxyaniline (0.049 g, 0.28 mmol) and 4-chloro-N-(3-(dimethylamino)propyl)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide hydrochloride salt (0.1 g, 0.28 mmol) were heated at 70° C. in anhydrous 1,4-dioxane (1.5 mL) for 4 hours. The solution was cooled to ambient temperature and diluted with water (2.0 mL) and adjusted to pH 9 (4:1 water/ammonium hydroxide solution). The precipitate was collected, washed with water and diethyl ether to yield the title compound as beige solid (0.039 g, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486953B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-f6a81752773b4647ac8f117f82f70229 |
| Source note | uspto-grants-2013_07 |