HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 10766584, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | HCID 10815030 | HCID 10815030 | — |
| Reactant | HCID 21191842 | HCID 21191842 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10766584 | HCID 10766584 | 65% |
Reaction Steps
[3-[[3-(2-Amino-2-oxoethyl)-1-[(3-chlorophenyl)methyl]-2-ethyl-1H-indol-4-yl]oxy]propyl]phosphonic acid. [[3-[[3-(2-Amino-2-oxoethyl)-1-[(3-chlorophenyl)methyl]-2-ethyl-1H-indol-5-yl]oxy]propyl]phosphonic acid dimethyl ester (99 mg, 0.2 mmol) and 0.21 mL (1.6 mmol) of trimethylsilyl bromide in 2 mL of methylene chloride was stirred for 16 hours, 5 mL of MeOH added, stirred 0.75 hours and concentrated at reduced pressure. The residue was crystallized from EtOAc/MeCN/HOAc/water to give 60 mg (65% yield) of [3-[[3-(2-amino-2-oxoethyl)-1-[(3-chlorophenyl)methyl]-2-ethyl-1H-indol-5-yl]oxy]propyl]phosphonic acid, mp, 203°-205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05684034 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-435a72414f4d4ee08214dc3f1164e272 |
| Source note | uspto-grants-1997_11 |