Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86700225 | HCID 86700225 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86700224 | HCID 86700224 | — |
Reaction Steps
In a vial was dissolved (S)-methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(2-methylpyridin-3-yl)-1H-indazol-5-yl)benzo[d]thiazol-6-yl)acetate (100 mg, 0.16 mmol) in THF (3 mL) and EtOH (1.5 mL). 1M NaOH (1.5 mL) was added, and the mixture was heated to 50° C. overnight. The reaction was cooled to 23° C., and filtered (0.45 micron teflon syringe filter). The filtrate was purified by reverse phase HPLC, eluting with 5-100% acetonitrile in H2O with 0.1% TFA to give the desired product. LCMS-ESI+: calc'd for C33H30ClN4O3S: 597.2 (M+H+); Found: 597.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.77 (d, J=6.1 Hz, 2H), 8.73 (s, 1H), 8.47 (d, J=6.3 Hz, 2H), 8.06 (d, J=8.9 Hz, 1H), 7.78-7.70 (m, 3H), 7.60 (dt, J=11.1, 7.5 Hz, 3H), 5.26 (s, 1H), 4.18 (s, 3H), 2.61 (s, 3H), 0.98 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987250B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-a8c771e507c348a7b69d8fd2df4ca180 |
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| Source note | uspto-grants-2015_03 |
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