HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 11563853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 11563885 | HCID 11563885 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11563853 | HCID 11563853 | 20.1% |
Reaction Steps
Add LiOH 2.5 M (1.9 mL, 4.8 mmol) to a solution of (2R,4S)-4-[(3,5-bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-amino]-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid 2-methoxycarbonyl-2-methyl-propyl ester (74 mg, 0.10 mmol) in THF (1.9 mL). Stir the mixture at room temperature for 72 h. Acidify with 1 M HCl. Extract the aqueous phase with dichloromethane. Dry the organic layers over Na2SO4, filter, and concentrate. Purify the residue using silica gel chromatography (elution with hexane/ethyl acetate) to afford the title compound (14 mg, 20%). MS (ES+): 698 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470705B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-b4825f68d4da40188e0e9369e57d728e |
| Source note | uspto-grants-2008_12 |