Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 90052824 | HCID 90052824 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90051792 | HCID 90051792 | 29.2% |
Reaction Steps
To a solution of tert-butyl ((S)-1-((1S*,3R*)-(3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)cyclohexyl)amino)-1-oxopropan-2-yl)(methyl)carbamate (M6, 113 mg) in 1,4-dioxane (2 mL), a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (2 mL) was added at room temperature, and the mixture was stirred at the same temperature for 2 hours and 45 minutes. The solvent was evaporated under reduced pressure, and to the obtained residue, ethyl acetate was added. The solid matter was taken by filtration, and then ethyl acetate and saturated aqueous sodium hydrogencarbonate were added. The organic layer was separated, washed successively with saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain (S)—N-((1S*,3R*)-3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)cyclohexyl)-2-(methylamino)propanamide (M7, 27 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145415B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-6d778d54158d4464a7c5dca895b0460b |
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| Source note | uspto-grants-2015_09 |
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