HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 4-[(1R,5S)-3-Aza-bicyclo[3.1.0]hex-3-ylmethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 3,5-Dimethyl-1H-pyrrole-2-carbaldehyde | HCID 270465 | — |
| Reactant | (1R,5S)-3-azabicyclo[3.1.0]hexane | HCID 13150524 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[(1R,5S)-3-Aza-bicyclo[3.1.0]hex-3-ylmethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde | HCID 86662428 | — |
Reaction Steps
To a solution of (1R,5S)-3-aza-bicyclo[3.1.0]hexane (10 mmoles) in acetic acid (10 ml) there are added 10 mmoles of 3,5-dimethyl-1H-pyrrole-2-carbaldehyde and formaldehyde (11 mmoles) 37% in water. The reaction mixture is stirred overnight at ambient temperature and then evaporated to dryness. Purification by flash chromatography on silica gel (SiO2; heptane/AcOEt) and then trituration in heptane to yield the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133889B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-73b710be8c994348bcc95d17d9e13bf1 |
| Source note | uspto-grants-2012_03 |