HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-3-butyn-2-ol → (R)-10-(3-hydroxy-3-methylbut-1-yn-1-yl)-3-((3-hydroxypyrrolidin-1-yl)methyl)-5,6-dihydrobenzo [f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| Reactant | (R)-3-Pyrrolidinol | HCID 2759337 | — |
| Reactant | 10-Bromo-3-(pyrrolidin-1-ylmethyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide | HCID 86693253 | — |
| Reactant | (R)-10-bromo-3((3-hydroxypyrrolidin-1-yl)methyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide | HCID 86693261 | — |
| Product | (R)-10-(3-hydroxy-3-methylbut-1-yn-1-yl)-3-((3-hydroxypyrrolidin-1-yl)methyl)-5,6-dihydrobenzo [f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide | HCID 86693260 | 14% |
Reaction Steps
Similar to as described in General Procedure G, (R)-10-bromo-3((3-hydroxypyrrolidin-1-yl)methyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide (prepared similarly as described in the synthesis of 10-bromo-3-(pyrrolidin-1-ylmethyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide replacing pyrrolidine with (R)-3-hydroxypyrrolidine) was reacted with 2-methylbut-3-yn-2-ol to give the titled compound as a white solid (11 mg, 14%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034866B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-656e10c44c784f9b8c31e8db585b898d |
| Source note | uspto-grants-2015_05 |