HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070851Generated: October 27, 2026
Diisopropylethylamine → Methyl-3-[3-({1-[2-(benzyloxy)phenyl]-1-methylethyl}amino)-2-oxopyrazin-1(2H)-yl]-4-chlorobenzoate
https://huagongshe.com/reaction/2070851
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2-(Benzyloxy)phenyl)propan-2-amine | HCID 66688850 | — |
| Reactant | methyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoate | HCID 66689444 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl-3-[3-({1-[2-(benzyloxy)phenyl]-1-methylethyl}amino)-2-oxopyrazin-1(2H)-yl]-4-chlorobenzoate | HCID 66689775 | 50.7% |
Reaction Steps
A solution of methyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoate (Example 330e, 3 g) dissolved in toluene (15 mL) was treated with N-ethyldiisopropylamine (2.99 mL) and 2-(2-(benzyloxy)phenyl)propan-2-amine (Example 198d 2.107 g) under nitrogen. The resulting mixture was stirred at 125° C. for 8 h in a sealed tube. The reaction mixture was diluted with water (150 mL), and extracted with ethyl acetate (250 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. Purification (SiO2 chromatography eluting with 50% diethyl ether in isohexane) gave the subtitle compound (2.230 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299246B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-d3e06e1817b2485287ea751f3287b86e |
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| Source note | uspto-grants-2012_10 |
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