HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2195057Generated: November 2, 2026
Binap, (A+-)- → 5-Chloro-6-{4-[4-(3-chloro-4-fluoro-phenyl)-6-morpholin-4-yl-pyridin-2-yl]-piperazin-1-yl}-nicotinic acid ethyl ester
https://huagongshe.com/reaction/2195057
Participants
| Role | Name | HCID | Charge |
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| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Ethyl 5-chloro-6-(piperazin-1-YL)nicotinate | HCID 22028944 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 4-[6-Chloro 4-(3-chloro-4-fluoro-phenyl)-pyridin-2-yl]-morpholine | HCID 57761141 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Chloro-6-{4-[4-(3-chloro-4-fluoro-phenyl)-6-morpholin-4-yl-pyridin-2-yl]-piperazin-1-yl}-nicotinic acid ethyl ester | HCID 59168373 | — |
Reaction Steps
To a de-gassed mixture of 4-[6-chloro-4-(3-chloro-4-fluoro-phenyl)-pyridin-2-yl]-morpholine (50 mg, 0.153 mmol)), 5-chloro-6-piperazin-1-yl-nicotinic acid ethyl ester (0.183 mmol), and 1M (THF) t-BuOK (0.183 mmol), in toluene (3 mL) under nitrogen add Pd2(dba)3 (0.006 mmol) and BINAP (0.008 mmol). Stir the mixture at 80° C. for 16 h, concentrate, and extract with EtOAc. Dry over Na2SO4, concentrate under vacuum, and purify by preparative TLC (3:1 hexanes/EtOAc) to give the title ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334382B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-010840122b13428993853fdc10e2e84f |
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| Source note | uspto-grants-2012_12 |
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