Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 90051759 | HCID 90051759 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90052277 | HCID 90052277 | — |
Reaction Steps
To a solution of (S)-tert-butyl (1-((3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)phenyl)amino)-1-oxopropan-2-yl)(methyl)carbamate (G2, 265 mg) in 1,4-dioxane (4 mL), a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (4 mL) was added at room temperature, and the mixture was stirred at the same temperature for 2 hours. The solvent was evaporated under reduced pressure. To the obtained residue, saturated aqueous sodium hydrogencarbonate and ethyl acetate were added. The organic layer was separated, and washed successively with saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride, and then the solvent was evaporated under reduced pressure. The obtained solid matter was recrystallized from a mixed solvent of ethyl acetate and methanol to obtain (S)—N-(3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)phenyl)-2-(methylamino)propanamide (G3, 105 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-66d1ff80bfed4df7a3937041096bf3df |
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| Source note | uspto-grants-2015_09 |
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