Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-Chloro-7-fluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)quinoline | HCID 67284627 | — |
| Reactant | 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine | HCID 67284981 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 67284726 | HCID 67284726 | — |
Reaction Steps
Prepared according to procedure L using 4-chloro-7-fluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)quinoline (242 mg, 0.69 mmol) (described herein), 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine (157 mg, 0.69 mmol) (described herein), 4.0 M hydrochloric acid in 1,4-dioxane (0.17 mL, 0.69 mmol), and NMP (1.2 mL). The reaction mixture was stirred and heated in a microwave at 150° C. for 120 min. Chromatography afforded 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-(methylsulfonyl)-phenyl)quinoline as a dark oil. Mass Spectrum (ESI) m/e=541 (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-2f7e1e9bae1c474c8f6e3843fd93504c |
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| Source note | uspto-grants-2014_07 |
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