HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → (Pyrimidin-5-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Hydantoin | HCID 10006 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 21881854 | HCID 21881854 | — |
| Product | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
Reaction Steps
In a manner similar to that described previously (Example 1, Steps 1-4 and Example 3, Step 4), compound 37G was subjected to the following sequence: hydantoin formation with (NH4)2CO3/KCN, hydrolysis with LiOH, methyl ester formation with SOCl2/MeOH, reduction with NaBH4, and cyclization with BrCN to provide (±)-37H (LCMS m/z 295/297, MH+). Final Suzuki coupling with pyrimidine-5-boronic acid afforded the title compound (±)-37. LCMS m/z 295 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324213B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-1341f1fbd6c744219f67d43a0f75b440 |
| Source note | uspto-grants-2012_12 |