HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502140Generated: October 29, 2026
Benzophenone imine → HCID 125497762, compound
https://huagongshe.com/reaction/1502140
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzophenone imine | HCID 136809 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl (6-bromopyridin-2-yl)acetate | HCID 71720999 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 125497762 | HCID 125497762 | — |
Reaction Steps
To a solution of Pd2(dba)3 (4.0 mg, 0.0040 mmol), BINAP (41 mg, 0.065 mmol), and potassium tert-butoxide (490 mg, 4.35 mmol) in toluene (10 mL) was added methyl (6-bromopyridin-2-yl)acetate (1 g, 4.35 mmol) and benzophenone imine (1.1 mL, 6.52 mmol). The reaction was degassed for 15 minutes and then heated at 100° C. for 15 hours in a sealed tube. The reaction was then cooled to room temperature and concentrated in vacuo. The crude residue was taken up in ethyl acetate (200 mL), filtered over celite, and washed with water. The organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified via MPLC (0-100% EtOAc/Hex gradient) to afford title compound. LC/MS (M+H)+ 331.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206199B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-d25b2d769b094f12af2b1f738b0114ff |
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| Source note | uspto-grants-2015_12 |
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