Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 67334330 | HCID 67334330 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67334224 | HCID 67334224 | — |
Reaction Steps
480 mg of (2S)-2-amino-4-methyl-pentanoic acid {4-[3-chloro-4-(pyridin-2-ylmethoxy)-phenylamino]-quinazolin-6-yl}-amide was dissolved in 10 ml of THF, cooled to 0° C., and the resulting solution was treated with 0.1 ml of acrylic acid, 0.16 ml of pyridine and 376 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride at 0° C. for 1 hour and at room temperature for 2 hours. The resulting solution was treated with saturated sodium bicarbonate, extracted with chloroform, dried over anhydrous sodium sulfate, filtered and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (eluent-ethylacetate:methanol=30:1) to obtain the title compound of formula (162 mg, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003658B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-152996a494c243a682fbab012f540d24 |
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| Source note | uspto-grants-2011_08 |
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