HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → N-(5-{5-[(Dimethylamino)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-YL)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-[2-(Acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-sulfonyl chloride | HCID 86622562 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-{5-[(Dimethylamino)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-YL)acetamide | HCID 11998549 | — |
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 DMF (10 ml). Dimethylamine (0.1 ml; 1.65 mmol; 5 eq) and DIEA (0.17 ml; 0.98 mmol; 3 eq) are added. After one hour, the solvents are evaporated to dryness. The crude product is re-dissolved in DCM and washed with NH4Cl saturated solution, water and dried over MgSO4. After evaporation of the solvents, crude material is precipitated in a mixture of DCM and diethyl ether, affording after filtration, Compound (18) as a yellow powder (52 mg; 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879888B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-48db0781c39a48279b09a19840263543 |
| Source note | uspto-grants-2011_02 |