HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773707Generated: October 31, 2026
N-methyl-2-pyrrolidone → HCID 117601785, compound
https://huagongshe.com/reaction/1773707
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | B-(6-Methyl-5-quinolinyl)boronic acid | HCID 51072217 | — |
| Reactant | HCID 117601300 | HCID 117601300 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 117601785 | HCID 117601785 | — |
Reaction Steps
4-(3,5-Dimethylisoxazol-4-yl)-N1-ethyl-6-iodobenzene-1,2-diamine (105 mg, 0.29 mmol), 6-methylquinolin-5-ylboronic acid (274.86 mg, 1.47 mmol), 1,8-Diazabicyclo[5.4.0]undec-7-ene (0.26 mL, 1.76 mmol), 1-Methyl-2-pyrrolidinone (5 mL), and water (2 mL) were placed in microwave vial, pre-stirred for 2 minutes, then heated to 110° C. for 15 minutes. Reaction mixture was diluted with EtOAc and aqueous ammonium chloride and extracted with EtOAc (3 times). Organics were washed with ammonium chloride, water and brine and dried over sodium sulfate. Solvent was evaporated to dryness. Crude material was purified by silica gel chromatography (DCM/MeOH as eluent) to afford 4-(3,5-dimethylisoxazol-4-yl)-N1-ethyl-6-(6-methylquinolin-5-yl)benzene-1,2-diamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255089B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-ff08b13ddac44a36925b41bb846ddb2e |
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| Source note | uspto-grants-2016_02 |
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