Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 25006450 | HCID 25006450 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59285862 | HCID 59285862 | 66% |
Reaction Steps
Under ice-cooling, 1.0M diisobutylaluminum hydride in toluene solution (3.2 mL, 3.2 mmol) was added to a solution of 2-aminocarbonylamino-5-(4-ethoxycarbonylphenyl)pyrrole-3-carboxamide (Compound No. 1-30, 0.28 g, 0.89 mmol) in anhydrous tetrahydrofuran (5 mL) and the mixture was stirred for 2 hours. Moreover, 1.0M diisobutylaluminum hydride in toluene solution (3.2 mL, 3.2 mmol) was added thereto and the whole was stirred for 2 hours, and then water (2 mL) and methanol (2 mL) were added thereto. The mixture was filtered with celite with 1,4-dioxane (10 mL) and the filtrate was concentrated in vacuo. The obtained solid was washed with diethyl ether (2 mL), dried under reduced pressure to give the target compound (0.16 g) as a pale yellow solid (Yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977371B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-ad32c24f1e1d4ef18ebf15a4c0261c5c |
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| Source note | uspto-grants-2011_07 |
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