HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → rel-1,1-Dimethylethyl (3R,4S)-4-[[(5-bromo-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 | (3R,4S)-4-Amino-1-boc-3-methoxypiperidine | HCID 57362389 | — |
| Reactant | 5-Bromo-4-ethyl-1H-imidazole-2-carboxylic acid | HCID 67549125 | — |
| Product | rel-1,1-Dimethylethyl (3R,4S)-4-[[(5-bromo-4-ethyl-1H-imidazol-2-yl)carbonyl]amino]-3-methoxy-1-piperidinecarboxylate | HCID 86648469 | 92% |
Reaction Steps
The same operation as in Example (1g) was performed using tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1e) (0.39 g, 1.67 mmol), 4-bromo-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (25b) (0.18 g, 0.82 mmol), WSC hydrochloride (0.49 g, 2.53 mmol) and HOBT (0.11 g, 0.84 mmol), to obtain 0.33 g of the title compound as a white solid (92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5de31555ba3c4c2cab85e7f3e12eff76 |
| Source note | uspto-grants-2013_09 |