HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl ester → 1H-indole-2,5-dicarboxylic acid bis-{[2-(2-propylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide}
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl ester | HCID 67550175 | — |
| Reactant | 1H-indole-2,5-dicarboxylic acid bis-{[2-(2-ethylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide} | HCID 67550177 | — |
| Reactant | 1H-Indole-2,5-dicarboxylic acid bis-(pentafluorophenyl-amide) | HCID 85801315 | — |
| Product | 1H-indole-2,5-dicarboxylic acid bis-{[2-(2-propylamino-ethylcarbamoyl)-1H-indol-5-yl]-amide} | HCID 67550202 | 63% |
Reaction Steps
Compound 82 (131.2 mg, 0.336 mmol) was reduced to 83 by hydrogenation according to general procedure A in Example 10. Similar procedure as described for the preparation of 76 from condensation of compound 83 with 1H-indole-2,5-dicarboxylic acid bis-(pentafluorophenyl-amide) 74 (45 mg, 0.084 mmol) followed deprotection of Boc group and purification by HPLC gave 80 (39.4 mg, 63%). ESI MS: 690.31 (M+H+), 345.66 (M/2+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07064218B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-544de50225d94d77acd652fe128025ac |
| Source note | uspto-grants-2006_06 |