HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid | HCID 67548929 | — |
| Reactant | Methyl 2-(3-aminoazetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate | HCID 68405938 | — |
| Product | Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate | HCID 67548482 | 99% |
Reaction Steps
The same operation as in Example (217c) was performed using methyl 2-(3-aminoazetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate obtained in Example (222b) (94 mg, 0.39 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (68 mg, 0.39 mmol), WSC hydrochloride (224 mg, 1.17 mmol), 1-hydroxybenzotriazole (53 mg, 0.39 mmol) and N-methylmorpholine (0.09 mL, 0.78 mmol), to obtain 153 mg of the title compound as a milk white solid (99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927588B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a15d9f36a3d74af6ba016267e862cd06 |
| Source note | uspto-grants-2015_01 |