HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(5-Amino-5,6,7,8-tetrahydroquinazolin-2-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Reactant | 2-(2-(Tert-butyldiphenylsilyloxy)ethyl)-5,6,7,8-tetrahydro-quinazolin-5-amine | HCID 58841376 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Amino-5,6,7,8-tetrahydroquinazolin-2-yl)ethanol | HCID 58841354 | — |
Reaction Steps
A solution of 5-amino-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5,6,7,8-tetrahydro-quinazoline (570 mg, 1.32 mmol) in 10 mL of THF at 0° C. was treated with a 1 M TBAF solution in THF (1.56 mL, 1.56 mmol). After stirring at RT overnight, the reaction mixture was directly submitted to flash chromatograph (SiO2, EtOAc to EtOAc/MeOH=100:15 to EtOAc/2 M NH3 in MeOH=1:1) to give crude compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425631B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-ae146f918fb841879119c8360404f3ba |
| Source note | uspto-grants-2008_09 |