HuagongsheHuagongshe Chemistry Print Report · For research reference only
[3-(Hydroxymethyl)phenyl]boronic acid → N-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Reactant | N-(1-(6-amino-3-bromopyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide | HCID 90281232 | — |
| Reactant | (S)-5-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)-2-fluorobenzamide | HCID 90281459 | — |
| Product | N-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide | HCID 90281580 | — |
Reaction Steps
The title compound was prepared according to the method presented for the synthesis of compound 1H of Example 1 utilizing 1G and (3-(hydroxymethyl)phenyl)boronic acid. 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 7.65 (d, J=8.9 Hz, 1H), 7.52 (d, J=9.1 Hz, 1H), 7.42-7.38 (m, 2H), 7.38-7.16 (m, 1H), 7.11 (s, 1H), 7.02 (s, 1H), 6.81 (d, J=9.5 Hz, 2H), 6.58 (d, J=8.8 Hz, 1H), 6.43 (s, 1H), 6.17 (m, 2H), 5.35-5.24 (m, 1H), 4.71 (s, 2H), 3.53 (s, 2H), 2.96-2.84 (m, 1H), 2.81 (d, J=7.1 Hz, 1H). MS (m/z) 531.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09050344B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f893f274f74b4c298552242fe08abf36 |
| Source note | uspto-grants-2015_06 |