Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 178492377 | HCID 178492377 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178457879 | HCID 178457879 | 71.9% |
Reaction Steps
To the solution of 2-[2,4-dioxo-3-(1H-indazol-3-ylmethylene)-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-diazepin-1-yl]-N-isopropyl-N-(4-methoxyphenyl)acetamide (Example 1) (1 g, 1.86 mM) in 50 ml of dichloromethane was cooled to 0° C. and 10 fold excess of BBr3 was added. The reaction mixture was stirred for 3 hrs at room temp., cooled to 0° C. and methanol was added dropwise. Organic solvents were evaporated under reduced pressure and residue was purified using column chromatography on silica gel using mixture of Hexane-Ethyl Acetate (1:3) as an eluent providing 700 mg of pure racemic product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07442693B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-5f7d329e4b4b41078bbc582890753b99 |
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| Source note | uspto-grants-2008_10 |
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