HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(5-Trifluoromethyl-1H-indol-3-YL)acetic acid → N-[(1S)-1-[4-(4-chlorophenyl)isoxazol-3-yl]-2-(3,5-difluorophenyl)ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(5-Trifluoromethyl-1H-indol-3-YL)acetic acid | HCID 22490726 | — |
| Reactant | 1-(2-(4-Chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethanamine hydrochloride | HCID 90280320 | — |
| Reactant | (S)-1-(4-(4-chlorophenyl)isoxazol-3-yl)-2-(3,5-difluorophenyl)ethanamine | HCID 90280390 | — |
| Reactant | N-(1-(2-(4-chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide | HCID 90290342 | — |
| Product | N-[(1S)-1-[4-(4-chlorophenyl)isoxazol-3-yl]-2-(3,5-difluorophenyl)ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamide | HCID 90281456 | — |
Reaction Steps
The title compound was prepared according to the method presented in the synthesis of 19F substituting 2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acid for 2-(5-(trifluoromethyl)-1H-indol-3-yl)acetic acid and (S)-1-(4-(4-chlorophenyl)isoxazol-3-yl)-2-(3,5-difluorophenyl)ethanamine for 19E to provide the desired compound (27): 1H NMR (400 MHz, DMSO) δ 9.10 (s, 1H), 8.99 (d, 1H), 7.41 (d, 2H), 7.35 (d, 2H), 6.98 (d, 1H), 6.80 (d, 2H), 5.36 (d, 1H), 4.58 (s, 2H), 3.12 (dt, 2H), 2.46 (dd, 2H), 2.22 (d, 2H), 1.61 (s, 4H); MS (m/z) 566.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09220710B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4669237767c841efbd21bb0f84b9c000 |
| Source note | uspto-grants-2015_12 |