Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 67440451 | HCID 67440451 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67441998 | HCID 67441998 | 41.2% |
Reaction Steps
To a solution of 208 (104 mg, 0.170 mmol) in THF (18 mL) was added a solution of LiOH (32.6 mg, 1.362 mmol) in water (6 mL) and the mixture was stirred for 2 hr at room temperature before concentration. The residue was purified by Biotage (MeOH/DCM, 0-20%, SNAP 25 g cartridge) to give title compound 209 (40 mg, 0.070 mmol, 41% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 8.75 (s, 1H), 8.55 (d, 1H, J=5.3 Hz), 7.94 (s, 1H), 7.75 (dd, 1H, J1=2.3 Hz, J2=13.5 Hz), 7.41 (t, 1H, J=9.0 Hz), 7.24-7.22 (m, 1H), 7.09 (s, 1H), 6.70 (d, 1H, J=5.5 Hz), 6.60 (m, 1H), 4.74 (s, 2H), 4.68-4.66 (m, 1H), 4.24 (d, J=5.7 Hz), 3.87 (s, 3H), 3.45 (m, 2H), 3.35 (s, 3H), 3.28 (m, 2H), 2.60-2.57 (m, 1H), 0.71-0.67 (m, 2H), 0.48-0.45 (m, 2H). MS: 569.6 (MH)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455484B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-7dd200de9e12403c95aa936171a20d28 |
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| Source note | uspto-grants-2013_06 |
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