HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole-5-carbonitrile, 3-(2-aminoethyl)-, hydrochloride → N-t-Butoxycarbonyl-2-(5-cyano-1H-indol-3-yl)ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole-5-carbonitrile, 3-(2-aminoethyl)-, hydrochloride | HCID 58925 | — |
| Reactant | 4-Cyanophenylhydrazine Hydrochloride | HCID 16212962 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Product | N-t-Butoxycarbonyl-2-(5-cyano-1H-indol-3-yl)ethylamine | HCID 10469176 | 58% |
Reaction Steps
The title compound was prepared in 58% yield from 3-(2-aminoethyl)-5-cyano-1H-indole hydrochloride using the conditions described for Intermediate 1 (Step 3); white solid; mp 132°-134° C. (hexane-ethyl acetate); δH (250 MHz, CDCl3) 8.42 (1H, br s, indole N--H), 7.93 (1H, s, Ar--H), 7.41 (2H, s, Ar--H), 7.12 (1H, d, J=2.2 Hz, Ar--H), 4.71 (1H, br s, --NH--), 3.44 (2H, q, J=6.9 Hz, --CH2NH--), 2.94 (2H, t, J=6.9 Hz, Ar--CH2 --), 1.45 (9H, s, t-Bu); m/z (CI) 286 (M+ +1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05194440 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-2f71d690067d4e7a96e02d81383bde61 |
| Source note | uspto-grants-1993_03 |