Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86696911 | HCID 86696911 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71765373 | HCID 71765373 | 4% |
Reaction Steps
To a suspension of iv (40 mg, 0.1 mmol) in THF (0.7 mL) was added bromo(methyl)magnesium 3M in Et2O (0.250 mL, 0.1 mmol) and the mixture heated at 40° C. for 1 h. NH4Cl (sat. aq.) was added and the mixture extracted with DCM:IPA (5:1). The organic layers were washed with brine and then concentrated in vacuo to give a crude product that was purified by reverse phase SP4 (ACN gradient in H2O) affording Compound 9 (1.9 mg, 4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08906902B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-a0db0eff9d9b4f9592a45c8eda05907e |
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| Source note | uspto-grants-2014_12 |
|---|