HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-{1-[3-(4-Fluorophenyl)-1,2,4-oxadiazol-5-yl]ethyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]propanoic acid | HCID 57800280 | — |
| Reactant | HCID 178513323 | HCID 178513323 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-{1-[3-(4-Fluorophenyl)-1,2,4-oxadiazol-5-yl]ethyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 57800312 | — |
Reaction Steps
Synthesized as described in Example 37 from 2-[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]propanoic acid and 4-fluoro-N-hydroxybenzenecarboximidamide using MeCN as the solvent, and HATU (1.05 eq), DIEA (1.05 eq), instead of EDCl, for the first coupling step: MS (ES) m/z 415 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026262B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-a20271c66fc84d83ae0c9e01973f8392 |
| Source note | uspto-grants-2011_09 |