HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → N-[4'-methyl-2-(2-morpholin-4-yl-2-oxoethyl)-4,5'-bi-1,3-thiazol-2'-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 2'-(acetylamino)-4'-methyl-4,5'-bi-1,3-thiazole-2-carboxylate | HCID 11989521 | — |
| Reactant | 3-Morpholin-4-yl-3-thioxo-propionamide | HCID 86761180 | — |
| Product | N-[4'-methyl-2-(2-morpholin-4-yl-2-oxoethyl)-4,5'-bi-1,3-thiazol-2'-yl]acetamide | HCID 11990233 | 41% |
Reaction Steps
N-[5-(bromoacetyl)-4-methyl-1,3-thiazol-2-yl]acetamide, hydrobromide salt (Intermediate 1) (300 mg; 0.84 mmol; 1 eq) and 3-morpholin-4-yl-3-thioxo-propionamide (157.7 mg; 0.84 mmol; 1 eq) are dissolved in EtOH (10 ml). Triethylamine (0.29 ml; 2.09 mmol; 2.5 eq) is added. The mixture is stirred overnight at RT. Solvents are evaporated and the crude product is dissolved in EtOAc and washed with water, brine and dried over MgSO4. After filtration and evaporation of the solvents, the resulting yellow solid is dissolved in a DCM, Et2O and EtOH mixture. Concentration of this solution results in the precipitation of Compound (56) as yellow solid (126.2 mg; 41%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799814B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-dbb5672707ec4f4fa47fc72b754c00a7 |
| Source note | uspto-grants-2010_09 |