HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Imidazole-2-carboxylic acid → tert-Butyl cis(+/-)-4-[(1H-imidazol-2-ylcarbonyl)amino]-3-methoxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Imidazole-2-carboxylic acid | HCID 574321 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (3R,4S)-4-Amino-1-boc-3-methoxypiperidine | HCID 57362389 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | tert-Butyl cis(+/-)-4-[(1H-imidazol-2-ylcarbonyl)amino]-3-methoxypiperidine-1-carboxylate | HCID 86648456 | 58% |
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) (0.20 g, 0.87 mmol), 1H-imidazole-2-carboxylic acid obtained in Example (3a) (91 mg, 0.81 mmol), WSC hydrochloride (0.36 g, 1.88 mmol) and DMAP (10 mg, 0.083 mmol), to obtain 138 mg of the title compound as a white solid (58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-ce31ef13e58f4c2e8194f2fc1e24d25f |
| Source note | uspto-grants-2013_09 |