Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59050121 | HCID 59050121 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 10098780 | HCID 10098780 | — |
Reaction Steps
The compound of Example 19 (60.0 mg, 0.11, 1 equiv) was dissolved in isopropanol (3.0 mL) and treated with a 1 M aqueous solution of NaOH (1 mL). The reaction mixture was warmed to 60° C. and stirred for 4 hours. It was acidified with a 0.1 M aqueous solution of HCl to pH 2 and cooled to 4° C. overnight. The white precipitate of the title compound was filtered off and dried under vacuum. Yield 30.0 mg, 51.3%. 1H NMR (DMSO; 200 MHz) δ 13.99 (broad s, 1H); 8.50 (s, 2H); 7.71 (s, 1H); 7.49 (d, 2H); 7.25 (d, 2H); 7.15-7.12 (m, 1H); 7.00 (s, 2H); 6.88 (d, 2H); 6.23-6.09 (m, 1H); 4.19-4.03 (m, 3H); 3.21-2.93 (m, 1H); 2.59 (s, 6H); 2.21 (3H), 1.43 (quin, 2H); 0.97 (t, 3H). MS (ESI) 540 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06545029B2 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-aed23d9e2cfe4e83b32397a2a5f8169d |
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| Source note | uspto-grants-2003_04 |
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