HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → 3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1,1-dimethylethyl 5-(4-aminothieno[3,2-c]pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxylate | HCID 66823813 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amine | HCID 66823569 | 91.1% |
Reaction Steps
1,1-dimethylethyl 5-(4-aminothieno[3,2-c]pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxylate (5.19 g, 14.12 mmol) was taken up in 4 M HCl in dioxane (100 ml, 400 mmol) as a slurry and left to stir at room temperature overnight. The reaction was then filtered and washed with dioxane to afford 3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amine (3.44 g) as an off white solid. LC/MS (ES) m/z=268.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598156B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-df0dd934e0a34d75a2758c85878ab0d7 |
| Source note | uspto-grants-2013_12 |