Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68465272 | HCID 68465272 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44427075 | HCID 44427075 | — |
Reaction Steps
A solution of 4-(2-acetyl-5,7,7,10,10-pentamethyl-7,8,9,10-tetrahydro-5H-5,13-diazabenzo[4,5]cyclohepta[1,2-b]naphthalen-12-yl)-3-fluorobenzoic acid methyl ester (19) (R4=CH3, Z=3-F, 0.25 mmol) in the mixture of THF (2.5 mL) and MeOH (0.14 mL) is treated with 1N NaOH (0.41 mL) and the mixture is stirred for 12 h. The mixture is poured into 1N HCl and extracted with EtOAc. The extract is washed with brine, dried over MgSO4 and evaporated in vacuo. The resulting solids are collected by filtration and washed with Et2O to give the acid (20) (R4=CH3, Z=3-F) as yellow solid: 1H-NMR (DMSO-d6) δ: 1.00 (6H, s), 1.26 (6H, s), 1.53-1.62 (4H, m), 2.55 (3H, s), 3.29 (3H, s), 6.75 (1H, s), 7.03 (1H, s), 7.18 (1H, d), 7.71 (1H, d), 7.75 (1H, d), 7.81 (1H, dd), 7.90-7.98 (2H, m), 13.47 (1H, br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709470B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-a19e747035c4430e985b5c0d30959a52 |
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| Source note | uspto-grants-2010_05 |
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