Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58838513 | HCID 58838513 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58838517 | HCID 58838517 | — |
Reaction Steps
A solution of tert-butyl [6-({[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]sulfonyl}amino)-4-methylpyridin-2-yl]carbamate (2.1 g, 4.8 mmol, 1 equiv) and 1 N aqueous sodium hydroxide (7.2 mL) in methanol (30 mL) was heated to 50° C. for 48 h. Upon cooling to 24° C., the reaction mixture was concentrated in vacuo (˜25 mm Hg). The resulting solid was dissolved in water (20 mL). The solution was neutralized with concentrated hydrochloric acid until pH=7. The resulting solid was collected by filtration, washed with water (30 mL) and diethyl ether (2×30 mL) (1.59 g, 83%). 1H NMR (400 MHz, CDCl3), δ: 8.29 (br s, 1H), 7.48 (s, 1H), 6.91 (s, 1H), 2.40 (s, 3H), 2.33 (s, 3H), 1.52 (s, 9H); LCMS (ESI) m/z: 400.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07462634B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-f3c089309bf24e908309797ec2e19a30 |
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| Source note | uspto-grants-2008_12 |
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