HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphonic acid → HCID 10815003, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphonic acid | HCID 407 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | HCID 10768298 | HCID 10768298 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10815003 | HCID 10815003 | 33.3% |
Reaction Steps
[3-[[3-(2-Amino)-2-oxoethyl)-1-([1,1′-biphenyl]-2-ylmethyl)-2-methyl-1H-indol-5-yl]oxy]propyl]phosphonic acid. [3-[[3-(2-Amino-2-oxoethyl)-1-([1,1′-biphenyl]-2-ylmethyl)-2-methyl-1H-indol-5-yl]oxy]propyl]phosphonic acid dimethyl ester (130 mg, 0.25 mmol) and 0.3 mL (3 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 41 mg (33% yield) of [3-[[3-(2-amino-2-oxoethyl)-1-([1,1′-biphenyl]-2-ylmethyl)-2-methyl-1H-indol-5-yl]oxy]propyl]phosphonic acid, mp, 200-202° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06252084B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-d93dcead6e4149609d38d547ac7491cd |
| Source note | uspto-grants-2001_06 |