5-Amino-2,6-dimethylpyrimidine

Under Ar(g), to a mixture of 2-chloropyrazine (1) (252mg, 2.2mmol), 2, 4- dimethyl-5-pyrimidinamine (2) (246mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 , 4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15mL), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15mL). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4mL) and purified by basic prep LCMS to yield (3) as a solid (92mg, 23%). (0777) LCMS (ES): Found 202.4 [M+Hf.Step 4: (7aS, 9R, 11aS)-11a-Benzyl-9-ethyl-9-hydroxy-6, 7, 7a, 8, 9, 10, 11, 11a-octahydro-5H-dibenzo[a, c]cycloheptene-3-carboxylic acid (2, 4-dimethyl-pyrimidin-5-yl)-amide (85, R4=Phenyl, R5=Methyl, R6=2, 4-Pyrimidin-5-yl)A mixture of (7aS, 9R, 11aS)-11a-benzyl-9-ethyl-9-hydroxy-6, 7, 7a, 8, 9, 10, 11, 11a-octahydro-5H-dibenzo[a, c]cycloheptene-3-carboxylic acid methyl ester (80, R4=Phenyl, R5=Methyl) (75 mg, 0.19 mmol) in toluene (2 mL) was treated with Examples of compounds of the formula (VIII) include the following: 5-aminopyrimidine, 5-amino-2-phenylpyrimidine,

Molecular Weight:123.16
XLogP3:0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:123.079647300
Monoisotopic Mass:123.079647300
Topological Polar Surface Area:51.8
Heavy Atom Count:9
Complexity:94.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes