HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-[4-(1-Benzothien-2-ylmethyl)-1-piperazinyl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | N-(2-Cyanophenyl)piperazine | HCID 2735875 | — |
| Reactant | 2-(Hydroxymethyl)benzo[b]thiophene | HCID 2776335 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(1-Benzothien-2-ylmethyl)-1-piperazinyl]benzonitrile | HCID 9996948 | — |
Reaction Steps
The product from Example 8A (150 mg 0.9 mmol), methane sulfonic anhydride (159 mg, 0.9 mmol), and DIEA (475 μL 2.7 mmol) were combined. After stirring, 2-(1-piperazinyl)benzonitrile (181 mg, 1.0 mmol) in 2 ml DCM was also combined and stirred at room temperature for 18 hours. The mixture was concentrated and the residue was taken up in hot methanol. The methanol was filtered and the filter cake washed with cold methanol to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 2.69 (m, 4H) 3.04 (s, 4H) 3.76 (m, 4H) 3.86 (s, 1H) 6.74 (m, 2H) 7.29 (m, 3H) 7.75 (m, 1H); (ESI) m/z 334 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07235661B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-098f2f3cd58a4f809fca19fa91d79180 |
| Source note | uspto-grants-2007_06 |