HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927607Generated: October 28, 2026
HCID 841789, compound → HCID 16667284, compound
https://huagongshe.com/reaction/1927607
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 841789 | HCID 841789 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 66663955 | HCID 66663955 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 16667284 | HCID 16667284 | 13% |
Reaction Steps
To a solution of N-(4-bromo-2-fluoro-phenyl)-2-ethyl-butyramide (20 mg, 0.07 mmol), N-ethyl-2-phenyl-2-piperazin-1-yl-acetamide (18 mg, 0.07 mmol), Pd2(dba)3 (10 mg), and 2-(dicyclohexylphosphino)biphenyl (1 mg) in toluene was added sodium tert-butoxide (20 mg). The mixture was heated in a focused microwave at 110° C. for 1.5 h. The crude reaction mixture was purified by reverse phase HPLC (Agilent method) to provide the title compound (4 mg, 13%). MS (ESI): mass calcd. for C26H35FN4O2, 454.27. m/z found, 455.4 [M+H]+. 1H NMR (CDCl3): 8.10 (dd, J=9.6, 8.9, 1H), 7.38-7.30 (m, 3H), 7.14-6.99 (m, 2H), 6.68-6.59 (m, 2H), 3.88 (s, 1H), 3.43-3.29 (m, 2H), 3.21-3.10 (m, 4H), 2.66-2.55 (m, 4H), 2.12-2.00 (m, 1H), 1.79-1.67 (m, 2H), 1.66-1.47 (m, 2H), 1.18 (t, J=7.2, 3H), 0.98 (t, J=7.4, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183239B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-dbcd495a82c3441697939674591dd051 |
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| Source note | uspto-grants-2012_05 |
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