HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (R)-1-[(5-Methyl-pyrazin-2-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Methylpentane | HCID 7892 | — |
| Reactant | HCID 58348375 | HCID 58348375 | — |
| Reactant | 2-bromo-N-(5-methylpyrazin-2-yl)acetamide | HCID 59316261 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-[(5-Methyl-pyrazin-2-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide | HCID 53311099 | 32.2% |
Reaction Steps
1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (48 mg) was dissolved in acetonitrile (2 mL) and 2-bromo-N-(5-methyl-pyrazin-2-yl)-acetamide (Example 9a) (33 mg) was added. After stirring for 1 week diethyl ether (8 mL) and isohexane (5 mL) were added. The crystals were collected by filtration, washed with ethyl acetate (2×4 mL) and dried to afford the titled compound (26 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0f7a9dd4d4264dd4bf1039cf4631148d |
| Source note | uspto-grants-2012_12 |