Reaktion #92209

Reaktionsgleichung

5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-hydroxypropyl)furo[2,3-d]-pyrimidine-2,4(1H,3H)-dione

Compound 27

5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-hydroxypropyl)furo[2,3-d]-pyrimidine-2,4(1H,3H)-dione

2-(3-bromo propoxy)tetrahydro-2H-pyran

K2CO3

→

5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-(tetrahydro-2H-pyran-2-yloxy)propyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione

Ausbeute 128.6%

Lösungsmittel

DMF

EA

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic layer was washed with brine (3 mL)
2. 2
   Trocknendried over Na2SO4
3. 3
   Einengenconcentrated

Vorschrift

To a solution of 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-hydroxypropyl)furo[2,3-d]-pyrimidine-2,4(1H,3H)-dione (Compound 27, Step 7, 77.4 mg, 0.2 mmol) in DMF (4 mL) was added 2-(3-bromo propoxy)tetrahydro-2H-pyran (88.8 mg, 0.4 mmol) and K2CO3 (55.2 mg, 0.24 mmol). The reaction was stirred at RT for 2 h then diluted with EA (10 mL) and water (3 mL). The organic layer was washed with brine (3 mL), dried over Na2SO4 and concentrated to give 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-(tetrahydro-2H-pyran-2-yloxy)propyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione (86.4 mg, 64% yield) as a yellow solid. LCMS: MH+ 671 and TR=2.435 min. Used without further purification.

Quelle