HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → Methyl cis(+/-)-3-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 cis(+/-)-3-(4-amino-3-methoxypiperidin-1-yl)-4-fluorobenzoate | HCID 86648746 | — |
| Product | Methyl cis(+/-)-3-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-fluorobenzoate | HCID 86648745 | 85% |
Reaction Steps
The same operation as in Example (1g) was performed using methyl cis(±)-3-(4-amino-3-methoxypiperidin-1-yl)-4-fluorobenzoate obtained in Example (181b) (18 mg, 0.06 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (10.6 mg, 0.06 mmol), WSC hydrochloride (34.9 mg, 0.18 mmol) and HOBt (8.2 mg, 0.06 mmol), to obtain 22.7 mg of the title compound as a pale yellow solid (85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927588B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-65b06c46891f45a5a97ca9db5af5964c |
| Source note | uspto-grants-2015_01 |