Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 58529515 | HCID 58529515 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58529437 | HCID 58529437 | 78% |
Reaction Steps
The product from Step 3 (0.51 g, 0.94 mmol) was dissolved in THF (15 mL) and HCl in dioxane (4N, 2.34 mL) was added. The mixture was stirred for 12 hours and then concentrated. The residue was suspended in EtOAc, sonicated for 10 min and the white solid was filtered. The solid was partitioned between NaHCO3 saturated solution and i-PrOH/CHCl3 (1:2) mixture. The organic layer was separated and washed with brine, dried over Na2SO4 filtered and concentrated to provide 320 mg (78%) of the title compound. 1H-NMR (CD3OD-d4) 8.41-8.39 (m, 1H), 8.05 (s, 1H), 7.87 (dd, 1H), 7.71-7.69 (m, 1H), 7.70 (s, 1H), 7.37-7.29, (m, 5 H), 7.24 (dd, 1 H), 5.67 (s, 1 H), 4.39-4.31 (m, 1 H), 3.28-3.21 (m, 2 H), 3.12-2.96 (m, 2 H), 2.25-2.07 (m, 2 H); LC-MS [M+H]+=438.4, RT=2.52 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431695B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-20ca446ff9574eab9c81ca9cf90f2d1c |
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| Source note | uspto-grants-2013_04 |
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