HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(1-Benzothien-2-ylmethyl)-4-(2-pyridinyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | 1-(2-Pyridyl)piperazine | HCID 94459 | — |
| Reactant | 2-(Hydroxymethyl)benzo[b]thiophene | HCID 2776335 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(1-Benzothien-2-ylmethyl)-4-(2-pyridinyl)piperazine | HCID 10448064 | — |
Reaction Steps
The product from Example 8A (300 mg 1.8 mmol), methane sulfonic anhydride (313 mg, 1.8 mmol), and DIEA (200 μL 5.4 mmol) were combined. After stirring, 1-(2-pyridinyl)piperazine (328 mg, 2.9 mmol) in 4 ml DCM was also combined and the mixture was processed as described in Example 8B to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.57 (m, 4H) 3.50 (m, 4H) 3.84 (s, 2H) 6.63 (m, 2H) 6.81 (d, J=8.48 Hz, 1H) 7.32 (m, 2H) 7.52 (m, 2H) 7.77 (m, 1H) 7.90 (m, 1H). (ESI) m/z 310 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07057042B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-639b42319ce84749a8aad010feb5d4fd |
| Source note | uspto-grants-2006_06 |