HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 59681786, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86600487 | HCID 86600487 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59681786 | HCID 59681786 | 34% |
Reaction Steps
The product of Step 1 was stirred in 1,2-dichloroethane, and treated with pyrrolidine (27 uL, 0.326 mmol) and stirred for 15 minutes at room temperature. The reaction was then treated with sodium triacetoxyborohydride (34 mg, 0.164 mmol) and stirred at room temperature for 16 hours. The reaction was diluted with methanol and applied to a Mega Bond Elute SCX ion exchange column, eluting sequentially with water, methanol and finally 0.880 ammonia:methanol (1:9). The residue was purified using silica gel chromatography eluting with a mixture of 0.880 ammonia:methanol:dichloromethane (1:9:90) to afford the compound (20 mg, 34%); MS (ES+), m/e 362 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348339B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-8e8abc91a2b0452890e63193f860fa3a |
| Source note | uspto-grants-2008_03 |