Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 24874863 | HCID 24874863 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59596250 | HCID 59596250 | 51% |
Reaction Steps
Boron tribromide (0.229 mL, 2.42 mmol) was added to a solution of 1-(2,6-dichloropyridin-4-yl)-1-(3-methoxyphenyl)-1H-isoindol-3-amine (Scheme #19, C, 0.62 g, 1.61 mmol) in dry dichloromethane (40 mL) at 0° C. The reaction was aloud to reach room temperature and stirred for 6 h. The reaction was quenched by addition of saturated aqueous sodiumhydrogen carbonate and extracted with dichloromethane. The organic phase was washed with brine, dried over magnesium sulfate and evaporated. Purification by flash chromatography using ethyl acetate afforded 0.302 g (51% yield) of the title compound. 1H NMR (DMSO-d6) δ 7.86-7.77 (m, 2 H), 7.53-7.46 (m, 2 H), 7.37 (s, 2 H), 7.07 (t, J=7.83 Hz, 1 H), 6.96 (br s, 2 H), 6.72-6.58 (m, 3 H); MS (API) m/z 370 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07855213B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-2415511a668c4b77ad08c24654609315 |
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| Source note | uspto-grants-2010_12 |
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