HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidine → HCID 67191519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidine | HCID 20284971 | — |
| Reactant | 2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 46738005 | — |
| Product | HCID 67191519 | HCID 67191519 | — |
Reaction Steps
Reaction of 2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine with 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine under Suzuki conditions yielded 2-methyl-3-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)-phenylamine. To a solution of 2-methyl-3-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)-phenylamine (80 mg) in chloroform (8 mL) and acetic acid (4 mL) was added isoamyl nitrite (36 μL). The reaction mixture was stirred for 1 day at room temperature. The mixture was then quenched with sodium bicarbonate solution and extracted in to chloroform and reduced in vacuo. The residue was purified using flash chromatography to yield 270. MS: ESI MH+ 338
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450315B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-31773463b02c484abd5f7f3525c81ba9 |
| Source note | uspto-grants-2013_05 |