[N:1]1[C:6]2[N:7]([C:10]3([CH2:13][OH:14])[CH2:12][CH2:11]3)[CH:8]=[CH:9][C:5]=2[CH:4]=[N:3][CH:2]=1.[O:15]1[CH:20]=[CH:19][CH2:18][CH2:17][CH2:16]1.CC1C=CC(S(O)(=O)=O)=CC=1>C1COCC1>[O:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]1[O:14][CH2:13][C:10]1([N:7]2[C:6]3[N:1]=[CH:2][N:3]=[CH:4][C:5]=3[CH:9]=[CH:8]2)[CH2:11][CH2:12]1To a stirred solution of (1-Pyrrolo[2,3-d]pyrimidin-7-yl-cyclopropyl)-methanol (Preparation 247, 240 mg, 1.27 mmol) in THF (12 mL) was added 3,4-dihydro-2H-pyran (0.46 mL, 5.07 mmol) followed by addition of PTSA (24 mg, 0.13 mmol). The reaction mixture was stirred at 60° C. for 4 hours. The reaction mixture was cooled to room temperature, quenched with saturated aqueous sodium bicarbonate solution (15 mL) and extracted with dichloromethane (3×25 mL). The combined organic layer was washed with brine (10 mL), dried over sodium sulphate and evaporated in vacuo. The crude material was purified by column chromatography on silica gel (gradient of dichloromethane:methanol 100:0 to 98:2) to afford the title compound as a light brown gum in 90% yield, 320 mg.
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