HuagongsheHuagongshe Chemistry Print Report · For research reference only
(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acid → N-(2-{[1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-4-yl)-2-[4-(trifluoromethyl)phenyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acid | HCID 118342 | — |
| Reactant | (4-aminopyridin-2-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone | HCID 90093653 | — |
| Product | N-(2-{[1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-4-yl)-2-[4-(trifluoromethyl)phenyl]acetamide | HCID 118341229 | — |
Reaction Steps
Prepared according to Method M (Example 206) using (4-aminopyridin-2-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone (Preparation 27) and 4-trifluoromethylphenylacetic acid at 70° C. The residue was purified over neutral alumina eluting with 50% EtOAc in hexane followed by acid deprotection using 10% HCl in dioxane at room temperature for 18 hours. The reaction was concentrated in vacuo and purified using preparative HPLC to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-286bbb47d55a46699eb8e3b0020d982f |
| Source note | uspto-grants-2015_10 |