HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937389Generated: October 31, 2026
Pyridine → 4-(6-Chloro-2,3dihydro-indol-1-yl)-pyrido[3,4-d]pyrimidine
https://huagongshe.com/reaction/1937389
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 6-Chloro-2,3-dihydro-1h-indole | HCID 258567 | — |
| Reactant | 4-Chloropyrido(3,4-d)pyrimidine | HCID 12271634 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(6-Chloro-2,3dihydro-indol-1-yl)-pyrido[3,4-d]pyrimidine | HCID 18473275 | — |
Reaction Steps
4-Chloropyrido[3,4-d]pyrimidine (0.10 g, 0.60 mmol), 6-chloroindoline (0.10 g, 0.66 mmol) and pyridine (0.14 g, 1.81 mmol) were combined in DMF (1 mL) and heated at 70° C. for 3 hours. The reaction was cooled to room temperature and then added to methylene chloride (150 mL). The organic layer was washed with saturated sodium carbonate and water and then dried over sodium sulfate. The solvent was removed by rotary evaporation and the residue purified by column chromatography (silica gel, 9/2/1—CH2Cl2/hexanes/methanol) to give the title product as a pale yellow residue (0.048 g, 28%). MP 194-6° C.; LCMS: 283 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06395733B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-7b22fd35f8484baf9bd82b82be07c575 |
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| Source note | uspto-grants-2002_05 |
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