4-(2-chlorothieno[2,3-d]pyriMidin-4-yl)Morpholine

A 5 L reaction vial equipped with a mechanical stirrer, internal temperature probe, and a nitrogen bubbler was charged with 2, 4-dichlorothieno[2, 3-d]pyrimidine (91 g.) and methanol (1.5 L). Next, morpholine (85.1 g.) was added and the reaction mixture was stirred at ambient temperature for 1-2 hours. An aliquot was taken and diluted with DCM/ ACN and analyzed by LC/MS to confirm consumption of the starting material. The reaction flask was then charged with water (3.0 L) at a rate that maintains an internal temperature below 25 C. A solid was collected by vacuum filtration and rinsed with water (500 mL). The washed solid was dried in a vacuum oven at 66 C for 24 hours to afford 2- chloro-4-morpholinotMeno[2, 3-2, 4-Dichlorothieno[2, 3-d]pyrimidine (13, 2.8 g, 0.014 mol) was dissolved in 20 mL CH1 g of 2, 4-dichlorothieno [2, 3-d] pyrimidine was dissolved in 20 mL of methanol, 1 mL of morpholine was added dropwise to the ice bath, Gradually rose to room temperature, reaction 0.5h, precipitation of solid, filter, A white solid, 4- (2-chlorothieno [2, 3-d] pyrimidin-4-yl) morpholine in a yield of 86.1percent.A mixture of 1.07 g (0.005 mol) of intermediate IIlbWas placed in 20 mL of methanol, Ice bath1 mL of morpholine was slowly added dropwise, After completion of the dropwise addition, Room temperature reaction lh, After reaction, the reaction solution was added to 100mL of ice water. A large amount of yellow solid was precipitated. The filter cake was washed with 200mL water and dried at 50 ° C for 5 hours to obtain 1.02g of yellow solid. The yield was 80percent.

Molecular Weight:255.72
XLogP3:2.6
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:255.0233108
Monoisotopic Mass:255.0233108
Topological Polar Surface Area:66.5
Heavy Atom Count:16
Complexity:252
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes