HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-6-hydroxyphenylboronic acid → (S)-Methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(2'-fluoro-6'-hydroxy-[1,1'-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-6-hydroxyphenylboronic acid | HCID 53216280 | — |
| Reactant | (S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate | HCID 86710779 | — |
| Product | (S)-Methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(2'-fluoro-6'-hydroxy-[1,1'-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate | HCID 86710802 | 75% |
Reaction Steps
Prepared from (S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate and (2-fluoro-6-hydroxyphenyl)boronic acid using the same procedure as intermediate 168 in 75% yield. 1H NMR (400 MHz, CDCl3) δ 8.19-7.99 (m, 2H), 7.61 (t, J=7.8 Hz, 1H), 7.46 (br. s., 1H), 7.25 (d, J=6.5 Hz, 1H), 6.92-6.74 (m, 3H), 6.13-5.78 (m, 2H), 5.59-5.47 (m, 1H), 5.39 (dd, J=17.2, 1.6 Hz, 1H), 5.20-4.99 (m, 1H), 4.00 (d, J=4.8 Hz, 2H), 3.76 (s, 3H), 2.72-2.54 (m, 3H), 2.05-1.87 (m, 3H), 1.79-1.64 (m, 1H), 1.35 (s, 3H), 1.25 (s, 9H). LCMS (M+1)=617.35.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906929B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-ca6aa4c459c942c7a282ac1c66a5beb1 |
| Source note | uspto-grants-2014_12 |