Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 3-Formylphenylboronic acid | HCID 2734356 | — |
| Reactant | HCID 69289305 | HCID 69289305 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 11360199 | HCID 11360199 | 64% |
Reaction Steps
To 5 mL of degazed DMF were added 5-chloro-1-methyl-7-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one (200 mg, 0.52 mmol), 3-formylbenzene boronic acid (160 mg, 1.32 mmoles), tripotassium phosphate (300 mg, 1.42 mmol), Pd(PPh3)4 (30 mg, 0.03 mmoles). The mixture was stirred for 16 hours at 120° C. under nitrogen atmosphere. The working solution was diluted ten times with water and extracted three times with ethyl acetate. The organic phase was dried over Na2SO4 and concentrated until dryness. The residue was chromatographied: eluant: CH2Cl2/Et2O: 1/1. The title compound was crystallised from ether/pentane to afford the title compound (118 mg): white solid, (yield=25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07410963B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-d838f5adb5ca41878ebdd8f153de48e1 |
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| Source note | uspto-grants-2008_08 |
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