HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromotrimethylsilane → HCID 11625391, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | 1-[1-(3,3-Dimethyl-2-oxobutyl)-6-methoxy-1H-indazol-3-yl]-2-methylprop-1-en-1-yl dimethyl phosphate | HCID 11531938 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11625391 | HCID 11625391 | — |
Reaction Steps
Dissolve 120 mg 1-[1-(3,3-dimethyl-2-oxobutyl)-6-methoxy-1H-indazol-3-yl]-2-methylprop-1-en-1-yl dimethyl phosphate from Example 1 in 0.75 mL anhydrous DCM. Cool the solution in an ice bath under nitrogen. Add 108 mg trimethylsilyl bromide and let the reaction mixture sit at room temperature for 2.5 hours. Remove solvent under reduced pressure. The residue was dissolved in a mixture of MeCN and water and purified by RP-HPLC using 10-100% MeCN gradient with about 0.05% TFA to give the title compound as a colorless solid after lyophilization. This reaction can also be carried out in MeCN. The title compound can also be purified by recrystallization in anhydrous MeCN.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07563816B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-70caa72d7452409da9e1f557cc44deca |
| Source note | uspto-grants-2009_07 |