Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | HCID 23092680 | HCID 23092680 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59300954 | HCID 59300954 | 21.7% |
Reaction Steps
A solution of N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-4-methoxy-benzamide (100 mg) and phenyl isocyanate (35 mg; 0.3 mmol) in dry toluene (2 ml) is stirred in a microwave apparatus at 150° C. for 900 s. The mixture is filtered and concentrated in vacuo. The residue is dissolved in acetic acid (2 ml), iron (115 mg; powder) is added and the mixture is again stirred in a microwave apparatus at 150° C. for 900 s to achieve reduction of the nitro function and ring closure. The mixture is filtered and concentrated in vacuo. The desired compound (26 mg) is obtained by preparative RP-HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07714010B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-d097c8bfece94fa68103dd114a4be032 |
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| Source note | uspto-grants-2010_05 |
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