Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloropyridine hydrochloride | HCID 81852 | — |
| Reactant | HCID 58513582 | HCID 58513582 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 46851730 | HCID 46851730 | — |
Reaction Steps
A mixture of 1-(cyclopropylmethyl)-2-neopentyl-5-(piperidin-4-ylmethylsulfonyl)-1H-benzo[d]imidazole (STEP D, 25 mg, 0.062 mmol), 4-chloropyridine hydrochloride (19 mg, 0.12 mmol) and triethylamine (35 microL, 0.25 mmol) in ethanol was stirred at 150° C. under microwave for 3 h. The solvent was removed. The residue was diluted with ethyl acetate and saturated sodium bicarbonate aqueous solution to separate. The aqueous layer was extracted with ethyl acetate (3 mL×2) and the organic layer was filtered through magnesium sulfate column. The filtrate was concentrated in vacuo. The residue was purified by prep-LC-MS (“process A”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653063B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-f0349c76be3e48e1819eede1bd8cff46 |
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| Source note | uspto-grants-2014_02 |
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