HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930532Generated: November 1, 2026
Sodium hydride → HCID 117889759, compound
https://huagongshe.com/reaction/930532
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 117891964 | HCID 117891964 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117889759 | HCID 117889759 | 33.5% |
Reaction Steps
Cyclopropyl methanol (7.4 mg; 0.103 mmol) is dissolved in toluene (1 ml) and added to NaH 60% w/w (8.3 mg; 0.348 mmol). The mixture is stirred at 70° C. for 15 min under a nitrogen atmosphere. Then a mixture of (5-[6-Chloro-1-(1-pyridin-2-yl-ethyl)-1H-imidazo[4,5-c]pyridin-2-yl]-1,3-dimethyl-1H-pyridin-2-one II-21′ (30 mg; 0.079 mmol), BINAP (9.8 mg; 0.016 mmol), Pd2(dba)3 (7.2 mg; 0.008 mmol) is added in toluene (1 ml) and stirred for 2 hours at 100° C. The reaction mixture is evaporated and dissolved in DMF. The mixture is purified using reversed phase column chromatography (Method: prep. HPLC3). The product containing fractions are lyophilized to afford the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296748B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-5868d8cd47b748fba368fd8e586c7336 |
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| Source note | uspto-grants-2016_03 |
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