HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](n-propyl)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 4-ethyl-2-[3-(n-propylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylate | HCID 68406170 | — |
| Product | Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](n-propyl)amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate | HCID 67549483 | 65.6% |
Reaction Steps
The same operation as in Example (221c) was performed using methyl 4-ethyl-2-[3-(n-propylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylate obtained in Example (228b) (74 mg, 0.26 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (46 mg, 0.26 mmol), WSC hydrochloride (150 mg, 0.78 mmol), 1-hydroxybenzotriazole (35 mg, 0.26 mmol) and N-methylmorpholine (0.06 mL, 0.52 mmol), to obtain 75 mg of the title compound as a colorless oily substance (65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-3c110367b791433198544c8a56b2c2c7 |
| Source note | uspto-grants-2013_09 |