Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178498030 | HCID 178498030 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178432231 | HCID 178432231 | 72% |
Reaction Steps
Add 2N sodium hydroxide (5 mL, 5 mmol) to a solution of methyl 7-chloro-2-methyl-1H-benzo[d]imidazole-5-carboxylate (280 mg, 1.25 mmol) in methanol (7.5 mL). Stir at 65° C. for 16 hours. The methanol was concentrated in vacuo and the remaining aqueous layer was extracted with ethyl acetate (10 mL). Acidify the aqueous layer to pH˜4 with 1N hydrochloric acid (˜5 mL). A colorless precipitate was filtered and dried under high vacuum to yield the title compound (189 mg, 72%). 1H NMR (400 MHz, CD3OD) δ ppm 2.61 (s, 3H), 7.86 (d. J=1.37 Hz, 1H), 8.08 (d, J=1.17 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802690B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-02d02a0476974346b7c86efcd0b8c4e9 |
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| Source note | uspto-grants-2014_08 |
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