Reaktion #9858

Reaktionsgleichung

alcohol

2-(tetrahydropyran-4-ylamino)-6-[(2-fluorophenyl)hydroxylmethyl]thieno[2,3-d]pyrimidine

triethylsilane

trifluoroacetic acid

→

final product

2-(tetrahydropyran-4-ylamino)-6-[(2-fluorophenyl)methyl]thieno[2,3-d]pyrimidine

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvents were removed
2. 2
   workup.ADDITIONThe residue was diluted with toluene (5 mL)
3. 3
   Einengenconcentrated
4. 4
   SonstigePurification with preparative TLC (50% EtOAc/Hexanes)

Vorschrift

The alcohol (140 mg) obtained in Example 2A was stirred with triethylsilane (1.0 mL) and trifluoroacetic acid (1.5 mL) in dichloromethane (5 mL) for 4 hours. The solvents were removed. The residue was diluted with toluene (5 mL) and then concentrated. This dilution-concentration process was repeated three times. Purification with preparative TLC (50% EtOAc/Hexanes) gave the final product. It was converted to the hydrochloride salt with 1N HCl in ether to yield 65 mg of the salt. MP: 217–219° C. MS: 344 (M+H).

Quelle