Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59385329 | HCID 59385329 | — |
| Reactant | HCID 59385335 | HCID 59385335 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59385203 | HCID 59385203 | — |
Reaction Steps
Butyl 4′-[(6-fluoro-1,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-carboxylate (0.30 g, 0.43 mmol) and methyl 4′-[(6-fluoro-1,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-carboxylate (0.13 g, 0.25 mmol) were combined in THF (6 mL), MeOH (6 mL) and water (3 mL), and then NaOH (0.09 g, 2.1 mmol) was added. The reaction mixture was heated at 50° C. for 3 h. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure, acidified, and the resulting solid was collected by filtration. This yielded 0.286 g (87%) of the title compound. LC/MS m/z 395.2 (MH+), retention time 3.30 min. 1H NMR (400 MHz, DMSO-d6) δ 3.90 (s, 3H), 7.12-7.33 (m, 3H), 7.61-7.90 (m, 7H), 10.62 (br, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07759376B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-7c107903f25442eeb52e1470a1906717 |
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| Source note | uspto-grants-2010_07 |
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