Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 57894445 | HCID 57894445 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57894430 | HCID 57894430 | 41.6% |
Reaction Steps
To a solution of product of step 7 (0.4 mmol) in 10 mL of EtOH, was added hydrazine (4 mmol) at 0° C. The mixture was stirred at 80° C. overnight. The solution was poured into water, and extracted with EtOAc (×3). The organic layers were combined, washed with 10% NaOH, H2O (×3), brine (×3), dried (Na2SO4), filtered, and the filtrate was concentrated. The material was purified by flash chromatography (20% EtOAc:hexane) to yield 52 mg of 1-(1-benzyl-5-chloro-1H-indole-2-yl)-2-methylpropan-1-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008335B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-8a31b4e1d5154ce2851095022398e0e1 |
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| Source note | uspto-grants-2011_08 |
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