HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[5-(5-[[(2,2-Dimethyl-1,3-dioxolan-4-YL)methyl]aminosulfonyl}-2-thienyl)-4-methyl-1,3-thiazol-2-YL]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Dioxolane-4-methanamine, 2,2-dimethyl- | HCID 4122349 | — |
| Reactant | 5-[2-(Acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-sulfonyl chloride | HCID 86622562 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[5-(5-[[(2,2-Dimethyl-1,3-dioxolan-4-YL)methyl]aminosulfonyl}-2-thienyl)-4-methyl-1,3-thiazol-2-YL]acetamide | HCID 11998434 | — |
Reaction Steps
5-[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-sulfonyl chloride, prepared as in Step II of Example 1 (110 mg; 0.33 mmol; 1 eq), is dissolved in DCM (10 ml). 2.2-Dimethyl-1,3-dioxolane-4-methanamine (216 mg; 1.65 mmol; 5 eq) and DIEA (0.17 ml; 0.98 mmol; 3 eq) are added. After one hour, the solvents are evaporated. The crude product is dissolved in DCM and washed with NH4Cl saturated solution, water and dried over MgSO4. After evaporation of the solvents, crude material is dissolved in DCM (3 ml). Title compound precipitates with addition diethyl ether, affording after filtration, Compound (14) as a white powder (65 mg; 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399497B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-03f86cd7a3af47b9b48d6ebe9d83378b |
| Source note | uspto-grants-2013_03 |