Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetate | HCID 175 | — |
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Reactant | HCID 67343432 | HCID 67343432 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67344136 | HCID 67344136 | 79.8% |
Reaction Steps
28 mg of formamidine acetate was acetate to 1.0 mL of ethylene glycol monomethyl ether solution containing 44 mg of tert-butyl 4-(2-aminoanilino)-2-(benzamido)benzoate at room temperature and stirred at 80° C. for 3 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:1] to obtain 36 mg of tert-butyl 2-(benzamido)-4-(1H-benzimidazol-1-yl)benzoate as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-b89b71cd05284b74acd814b8132e7b9d |
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| Source note | uspto-grants-2011_08 |
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