HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetoxyacetyl chloride → 2-(4-(5-(3-(2-Methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)-2-oxoethyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-3-(piperidin-4-yl)-1,2,4-thiadiazol-5-amine | HCID 67487355 | — |
| Product | 2-(4-(5-(3-(2-Methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)-2-oxoethyl acetate | HCID 67487500 | 96.5% |
Reaction Steps
Following the procedure in Example 1, Step G, and using N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-3-(piperidin-4-yl)-1,2,4-thiadiazol-5-amine (Example 193, step F; 150 mg, 0.314 mmol) and 2-chloro-2-oxoethyl acetate (42.9 mg, 0.314 mmol) provided 2-(4-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)-2-oxoethyl acetate (175 mg, 0.303 mmol, 96.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362037B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-3748298756a64d86a9acf651209f5c80 |
| Source note | uspto-grants-2013_01 |