Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | HCID 67427859 | HCID 67427859 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23071563 | HCID 23071563 | 69.8% |
Reaction Steps
A 10 ml 1,4-dioxane solution of 738 mg of tert-butyl 4-(4-{[5-(aminocarbonyl)-4- (benzylamino)pyrimidin-2-yl]amino }phenyl)piperazin- 1 -carboxylate was mixed with 2.77 ml of 4 M hydrogen chloride/1,4-dioxane solution and 3 ml of water, followed by stirring at 90° C. for 2 hours. The reaction mixture was cooled down to room temperature, diluted with water, mixed with saturated sodium bicarbonate aqueous solution and then extracted with an ethyl acetate-THF mixed solution. After washing of the organic layer with saturated brine and subsequent evaporation of the solvent, the resulting solid was recrystallized (THF-ethanol) to obtain 413 mg of 4-benzylamino-2- {[4-(piperazin- 1 -yl)phenyl]amino}pyrimidine-5- carboxamide as ivory-colored crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07449456B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-d9beba56a51143beb1ea2c3b3a7efcd0 |
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| Source note | uspto-grants-2008_11 |
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