HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392713Generated: October 30, 2026
Sodium Carbonate → 2-(trans)-{3'-[3-(Morpholin-4-ylcarbonyl)-4-oxo-1,8-naphthyridin-1(4H)-yl]-1,1'-biphenyl-4-yl}cyclopropanecarboxylic Acid
https://huagongshe.com/reaction/1392713
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethyl 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate | HCID 66579675 | — |
| Reactant | 1-(3-Bromophenyl)-3-(morpholin-4-ylcarbonyl)-1,8-naphthyridin-4(1H)-one | HCID 69158042 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide n-propanol | HCID 86598119 | — |
| Product | 2-(trans)-{3'-[3-(Morpholin-4-ylcarbonyl)-4-oxo-1,8-naphthyridin-1(4H)-yl]-1,1'-biphenyl-4-yl}cyclopropanecarboxylic Acid | HCID 10345675 | — |
Reaction Steps
A mixture of acid from step 2 (1 eq), amide from step 1 (1 eq), Na2CO3 (3.5eq.; 2M in H2O), Pd(PPh3)4 (0.15eq.) in n-propanol-DMF (1:1, 0.1M) was stirred at 80° C. for 2 h. The mixture was cooled to rt, quenched with brine and diluted with EtOAc. The organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography (CHCl3:THF; 50:50), triturated in ether/acetone and then isolated by filtration to afford the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07342024B2 |
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| Source dataset | uspto-grants-2008_03 |
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| ORD ID | ord-fcf3cc28118c429abf2435b29cc36e2b |
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| Source note | uspto-grants-2008_03 |
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