HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → HCID 68071791, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 5-[2-(piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one | HCID 59568671 | — |
| Reactant | HCID 77230696 | HCID 77230696 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68071791 | HCID 68071791 | — |
Reaction Steps
To a mixture of 5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one (90 mg, 0.190 mmol) and NaBH3CN (24 mg, 0.380 mmol) in 20 mL DCM was added 5-chloro-2-methoxy-4-(2-oxoethyl)benzonitrile (40 mg, 0.190 mmol) and the mixture was stirred at RT overnight. Concentrated, and the residue was purified by prep-TLC to give 5-chloro-2-methoxy-4-(2-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)benzonitrile. 1H-NMR (400 MHz, MeOD) δ ppm 7.82 (d, J=7.8 Hz, 1H), 7.67 (s, 1H), 7.50˜7.53 (m, 2H), 7.20 (s, 1H), 5.35 (s, 2H), 3.95 (s, 3H), 3.23˜3.26 (m, 6H), 3.10˜3.16 (m, 8H), 3.00˜3.03 (m, 2H). MS m/e 441 (M+1)+. (0.094 μM)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073882B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-4604b9d6bc9f46d192b0c4c894cf52af |
| Source note | uspto-grants-2015_07 |