HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → 1,1-Dimethylethyl (3S,4R)-4-[[(5-chloro-4-ethyl-1H-imidazol-2-yl)carbonyl]amino]-3-methoxy-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (3S,4R)-tert-Butyl 4-amino-3-methoxypiperidine-1-carboxylate | HCID 25417269 | — |
| Reactant | 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid | HCID 67548929 | — |
| Product | 1,1-Dimethylethyl (3S,4R)-4-[[(5-chloro-4-ethyl-1H-imidazol-2-yl)carbonyl]amino]-3-methoxy-1-piperidinecarboxylate | HCID 68418872 | 72% |
Reaction Steps
The same operation as in Example (1g) was performed using tert-butyl (3S,4R)-4-amino-3-methoxypiperidine-1-carboxylate obtained in Example (56a) (224.4 mg, 0.96 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid synthesized by the method described in Example (1d) (140 mg, 0.80 mmol), WSC hydrochloride (440 mg, 2.29 mmol) and HOBT (110 mg, 0.81 mmol), to obtain 222.4 mg of the title compound as a white solid (72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-8ec786062f264f51a65d33492c9ac397 |
| Source note | uspto-grants-2013_09 |