HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Hydroxyindole → 1H-Indole, 5-[[6-[(phenylmethoxy)methyl]-4-pyrimidinyl]oxy]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Hydroxyindole | HCID 16054 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-((Benzyloxy)methyl)-6-chloropyrimidine | HCID 53421259 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1H-Indole, 5-[[6-[(phenylmethoxy)methyl]-4-pyrimidinyl]oxy]- | HCID 59394260 | — |
Reaction Steps
To a solution of 5-hydroxy indole (1.33 g, 10 mmol) and 4-benzyloxymethyl-6-chloro-pyrimidine (2.35 g, 10 mmol) in acetonitrile (20 mL) is added DBU. After 16 h at rt the solution is concentrated under reduced pressure. The residue is purified by FCC (EtOAc/Heptane from 0% to 40%) to give 5-(6-benzyloxymethyl-pyrimidin-4-yloxy)-1H-indole. MS (ESI) m/z 447.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492393B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-7cb274b658ab4bdb816a8f488bb21c0a |
| Source note | uspto-grants-2013_07 |