HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657730Generated: November 2, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-chloro-2-(4-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile
https://huagongshe.com/reaction/657730
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 5-Chloro-2-fluorobenzonitrile | HCID 93653 | — |
| Reactant | 4-methoxy-5H,6H,7H,8H-pyrido[4,3-d]pyrimidine | HCID 50989214 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-chloro-2-(4-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile | HCID 59840685 | 82.4% |
Reaction Steps
A mixture of 4-methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (12.88 g, 0.078 mol), 5-chloro-2-fluorobenzonitrile (40 g, 0.2 mol), and 1,8-diazabicyclo[5.4.0]undec-7-ene (60 mL, 0.4 mol) was heated at 80° C. for 3 hours. After cooling the mixture was diluted with CH2Cl2 (300 mL), washed with water, dried, and concentrated to afford a brown solid which was purified by silica gel chromatography (0-50% EtOAc/hexane) to afford a solid (19.33 g, 78.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076345B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-78b29e5dfb8148d7b68442a6bb50ff63 |
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| Source note | uspto-grants-2011_12 |
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