HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58633Generated: October 28, 2026
Triphenylphosphine → 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine
https://huagongshe.com/reaction/58633
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole | HCID 86663837 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine | HCID 66832155 | — |
Reaction Steps
A mixture of 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole (0.654 g; 1.87 mmol) and triphenylphosphine (0.737 g; 2.81 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF and stirred at room temperature for 36 hours and concentrated under reduced pressure to yield 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine, which was used without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434722B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-932b16dd329441478f8a66bb29d2a829 |
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| Source note | uspto-grants-2016_09 |
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