3-Pyridinecarboxylicacid,2-ethyl-(9CI)

White solid

LiAlH4 (9.0 mL of a 1 M solution in THF, 9.0 mmol) was added dropwise to a suspension of 2-Ethylpyridine-3-carboxylic acid (EV-AY8835-001)- Step 2 1M aqueous NaOH (5.51 ml) was added to a solution of methyl 2-ethylpyridine-3- carboxylate (EV-AY8832-002, 607 mg, 3.67 mmol) in methanol (5 ml) and the resulting mixture was stirred at 50C for 2h. The reaction mixture was concentrated in vacuo, the residue was dissolved in water (10 ml) and acidified to pH 3 using 2 M aqueous HCl solution. The solution was extracted with ethyl acetate (2 × 50 ml), the combined organic extracts were dried over sodium sulfate and concentrated in vacuo to afford 354 mg (64%) of 2-ethylpyridine-3- carboxylic acid (EV-AY8835-001) as an off-white powder. LCMS (method D): retention time 0.22min, M/z = 152 (M + 1).Tert-butyl N-[(1R, 4R, 7R)-2-[2-(2-ethylpyridin-3-yl)-7-methoxy-1-methyl-1H-1, 3- benzodiazole-5-carbonyl]-2-azabicyclo[2.2.1]heptan-7-yl]carbamate (EV-AY8830-002) - Step 3 HATU (224 mg, 0.59 mmol) and DIPEA (103 mul, 0.59 mmol) were added to a solution of N-[3-(2, 6-Difluorophenyl)-l, 2, 4-thiadiazol-5-yl]-2-ethylnicotinamide (Compound 1-1-36 in Table 1) To Step 2. A solution of LDA was prepared by adding butyl lithium (1.6M in hexanes) (4.79 mL, 7.67 mmol) dropwise with stirring to freshly distilled diisopropylamine (1.07 mL, 7.67 mmol) in THF (15 mL) under nitrogen at -20 C. The resulting solution was transferred by cannula into a cold (-78 C.), stirred solution of 2-methyl nicotinic acid (500 mg, 3.65 mmol) in THF (25 mL) under nitrogen. The reaction was stirred at -78 C. for 30 minutes then warmed to 0 C. for 30 minutes and then cooled to -78 C. Methyl iodide (477 mL, 7.67 mmol) was added and the reaction stirred for 30 minutes, then allowed to warm to ambient temperature and stirred for 3 hours. The product precipitated out of the reaction mixture and was filtered and dried under reduced pressure to give the desired

Molecular Weight:151.16
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:151.063328530
Monoisotopic Mass:151.063328530
Topological Polar Surface Area:50.2
Heavy Atom Count:11
Complexity:147
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes