HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → tert-Butyl cis(+/-)-4-{[(4-chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate
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-methyl-1H-imidazole-2-carboxylic acid | HCID 14474277 | — |
| Reactant | (3R,4S)-4-Amino-1-boc-3-methoxypiperidine | HCID 57362389 | — |
| Product | tert-Butyl cis(+/-)-4-{[(4-chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate | HCID 86648462 | 84% |
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) (1 g, 4.34 mmol), 4-chloro-5-methyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (5c) (0.35 g, 2.17 mmol), WSC hydrochloride (1.25 g, 6.52 mmol) and HOBT (0.30 g, 2.22 mmol), to obtain 0.68 g of the title compound as a white solid (84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927588B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-cff64a2a33c84e569de8d0a8cf5ec8ea |
| Source note | uspto-grants-2015_01 |