HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Benzo[d]imidazole-2-sulfonyl chloride → benzyl 4-(3-[(2S)-1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethoxy)-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Benzo[d]imidazole-2-sulfonyl chloride | HCID 11063861 | — |
| Reactant | benzyl 4-(3-[(2S)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethoxy)-1-piperidinecarboxylate | HCID 59085893 | — |
| Product | benzyl 4-(3-[(2S)-1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethoxy)-1-piperidinecarboxylate | HCID 59085891 | — |
Reaction Steps
The title compound was prepared by a similar method to Example 1 from benzyl 4-(3-[(2S)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethoxy)-1-piperidinecarboxylate [see Preparation 95] and 1H-benzo[d]imidazol-2-sulfonyl chloride [see Preparation 8]. The crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 80:20 changing to 0:100, by volume, hexane:ethyl acetate, in 5% increments, to afford benzyl 4-(3-[(2S)-1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethoxy)-1-piperidinecarboxylate as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610707B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-b7bb11bd50bb4fb194fdbb7b991f20bf |
| Source note | uspto-grants-2003_08 |