HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772071Generated: November 2, 2026
Sodium Carbonate → Ethyl 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)phenyl amino)-5-oxo-4,5-dihydropyrazin-2yl)phenylamino)methyl)benzoate
https://huagongshe.com/reaction/1772071
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-(3-Amino-2-methylphenyl)-1-methyl-3-[4-(morpholine-4-carbonyl)-phenylamino]-1H-pyrazin-2-one | HCID 46942383 | — |
| Reactant | Ethyl 2-(bromomethyl)-4-tert-butylbenzoate | HCID 66610253 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)phenyl amino)-5-oxo-4,5-dihydropyrazin-2yl)phenylamino)methyl)benzoate | HCID 66610366 | — |
Reaction Steps
A 48-mL sealed tube equipped with a magnetic stirring bar was charged with bromide 101c (120 mg, 0.4 mmol), aniline 101g (168 mg, 0.4 mmol), diisopropyethylamine (0.08 mL, 0.48 mmol) in EtOH (3 mL). After the mixture was stirred at 100° C. for 16 h, aqueous Na2CO3 (5 mL) was added. The aqueous phase was extracted with EtOAc (2×5 mL), and the combined organic extracts were washed with brine (5 mL), dried with Na2SO4 and concentrated. The residue was chromatographed with (gradient, 50%-100% EtOAc/hexanes) to afford 100 mg (42%) of 101h.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249123B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-9daf8885401042fe8997172bab40218f |
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| Source note | uspto-grants-2016_02 |
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