HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4,5-Trifluorobenzyl bromide → 2-Tert-butoxy-2-[6-methyl-7-oxo-4-(p-tolyl)-1-[(3,4,5-trifluorophenyl)methyl]pyrrolo[2,3-c]pyridin-5-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4,5-Trifluorobenzyl bromide | HCID 2777062 | — |
| Reactant | methyl 2-(tert-butoxy)-2-(6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate | HCID 89462627 | — |
| Product | 2-Tert-butoxy-2-[6-methyl-7-oxo-4-(p-tolyl)-1-[(3,4,5-trifluorophenyl)methyl]pyrrolo[2,3-c]pyridin-5-yl]acetic acid | HCID 71537057 | — |
Reaction Steps
The title compound was prepared in a manner similar to that described in Example 27 step D from methyl 2-(tert-butoxy)-2-(6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 3,4,5-trifluorobenzyl bromide, and was isolated as beige solid after reverse phase chromatography (81%): 1H NMR (400 MHz, CHLOROFORM-d) ppm 0.99 (s, 9H), 2.43 (s, 3H), 3.65 (s, 3H), 5.46 (s, 1H), 5.75 (s, 2H), 6.08 (d, J=2.7 Hz, 1H), 6.87 (t, J=7.1 Hz, 2H), 7.01 (d, J=2.7 Hz, 1H), 7.28 (d, 2H), 7.31-7.39 (m, 1H), 7.48-7.57 (m, 1H). LCMS (m/z) ES+=513 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012642B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-7bd1585aff6847eea2550a2a263d8a26 |
| Source note | uspto-grants-2015_04 |