HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178438417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Propyne | HCID 6335 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Product | HCID 178438417 | HCID 178438417 | 30% |
Reaction Steps
The title compound is prepared from cis-1-(1-trifluoromethane-sulfonyl-1H-benzoimidazole-5-carbonyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridin-6-yl ester (mixture of isomers regarding sulfonyl group attachment to N-1 or N-3 of the benzimidazole) and propyne following a procedure analogous to that described in Example 155; in case the sulfonyl group on one of the benzimidazole nitrogens is not completely removed after the reaction, the mixture is treated with 1-hydroxy-benzotriazole and water. Yield: 30% of theory; LC (method 1): tR=2.92 min; Mass spectrum (ESI+): m/z=356 [m+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328072B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-2de151a7bda9416796bf6dd758a2edf4 |
| Source note | uspto-grants-2016_05 |