HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712921Generated: October 28, 2026
Lithium hydroxide, monohydrate → HCID 71186413, compound
https://huagongshe.com/reaction/712921
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 71186314 | HCID 71186314 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 71186413 | HCID 71186413 | 36.5% |
Reaction Steps
To a mixture of methyl 4-((1S)-1-(3-(4-(trifluoromethyl)benzyl)-3-azabicyclo[3.1.0]hexane-2-carboxamido)ethyl)benzoate (D153) (84 mg, 0.19 mmol) in a 1:1 mixture dioxane/water, LiOH H2O (12 mg, 0.28 mmol) was added and the reaction heated at 150° C. under microwave irradiation for 5 min. Dioxane was evaporated off and the aqueous phase was acidified with CH3CO2H. The precipitate (58 mg) was filtered off and submitted for chiral HPLC separation (Preparative chromatographic conditions: Column: DAICEL AD-H; Mobile phase: n-heptane/EtOH/TFA 60%/40%/0.2% v/v; DAD: 235 nm). Solvent evaporation of second eluted peak from chiral column, afforded the title compound (E37) (30 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181279B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-b2da6d4b71f747c78bde309d932abc54 |
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| Source note | uspto-grants-2015_11 |
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