Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 1-methyl-1H-indol-5-amine | HCID 2769564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19016497 | HCID 19016497 | 100% |
Reaction Steps
To a solution of phenyl chloroformate (2.21 ml; 17.4 mM) in dry tetrahydrofuran (30 ml), cooled in a carbon tetrachloride/solid carbon dioxide bath, was added 5-amino-1-methylindole (D3) (2.31 g; 15.8 mM) followed by triethylamine (2.40 ml; 17.4 mM). The mixture was stirred for 45 min at -20° C. (bath temp.), then evaporated and the residue was dissolved in ethyl acetate, washed with brine, dried and evaporated to give the title compound (4.29 g; 100%), m.p. 103°-107° C. (EtOAc/petrol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05328922 |
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| Source dataset | uspto-grants-1994_07 |
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| ORD ID | ord-a60ed79f6a584f81a704d4ee4d7acb0f |
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| Source note | uspto-grants-1994_07 |
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