HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64350Generated: October 30, 2026
Water → 7-Nitro-5-oxo-2-(4-phenoxyphenyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-3-carboxamide
https://huagongshe.com/reaction/64350
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-chloro-5-nitrobenzoate | HCID 22754 | — |
| Reactant | HCID 178513497 | HCID 178513497 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Nitro-5-oxo-2-(4-phenoxyphenyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-3-carboxamide | HCID 136928059 | 27.3% |
Reaction Steps
A mixture of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide (220 mg, 0.75 mmol), methyl 2-chloro-5-nitrobenzoate (160 mg, 0.75 mmol) and K2CO3 (155 mg, 1.13 mmol) in DMF (10 mL) was heated to 80° C. for 16 hr under N2. The reaction was poured into water (30 ml), and extracted with ethyl acetate (20 mL×3). The combined organic layers were dried over Na2SO4, concentrated under reduced pressure to a residue, which was purified by a silica gel column eluting with 10% to 50% EA in PE to afford 85 mg (27.3%) of 7-nitro-5-oxo-2-(4-phenoxyphenyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-3-carboxamide as a yellow solid. MS (ESI, m/e) [M+1]+ 442.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09447106B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-d11019a6bfe349dd90c1e6964d5e2530 |
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| Source note | uspto-grants-2016_09 |
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