HuagongsheHuagongshe Chemistry Print Report · For research reference only
[2-(S)-(2-(R)-Methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone → {4-[5-(Azetidine-1-carbonyl)-thiophen-2-yl]-phenyl}-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [2-(S)-(2-(R)-Methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone | HCID 57980025 | — |
| Reactant | Azetidin-1-yl(5-bromothiophen-2-yl)methanone | HCID 59264666 | — |
| Product | {4-[5-(Azetidine-1-carbonyl)-thiophen-2-yl]-phenyl}-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone | HCID 11647806 | 21% |
Reaction Steps
The title compound is prepared in a manner substantially analogous to General Procedure A using [2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (367 mg, 0.92 mmol) and azetidin-1-yl-(5-bromo-thiophen-2-yl)-methanone) (226 mg, 0.92 mmol) to give 80 mg (21% yield). MS (ES+) 438.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705025B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-bd52589dbeb640278a13d01fd54c996c |
| Source note | uspto-grants-2010_04 |