HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618560Generated: October 27, 2026
Sodium hydride → 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline
https://huagongshe.com/reaction/1618560
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline | HCID 59631209 | — |
| Reactant | 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine | HCID 67284981 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline | HCID 67285100 | — |
Reaction Steps
Prepared according to procedure M using 4-chloro-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (86 mg, 0.32 mmol) (described herein), 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine (86 mg, 0.38 mmol) (described herein), and sodium hydride (25 mg, 0.63 mmol) in DMF (10 mL). Reaction was heated at 60° C. for 18 h, affording 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]-pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline as an orange solid. Mass Spectrum (ESI) m/e=463 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765940B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-daa198e4481546efa717a4c91ba294c2 |
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| Source note | uspto-grants-2014_07 |
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