N-methyl-N-(2,2,2-trifluoroethyl)aminehydrochloride

Preparation 562, 2, 2-Trifluoro-N-methylethanamine hydrochloride.; /\ A slurry of 3-amino-4-bromo-6-fluoro-2-methyl-N-(1-methyltetrazol-5-yl)benzamide (17.5 g, (0393) 53 mmol) in n-butyl acetate was added dropwise to a suspension of triphosgene (23.7 g, 80 mmol) in the same solvent (ca. 100 ml) and heated to reflux until the evolution of gas ceased. The solvent was evaporated in vacuo and the residue was dissolved in THF. To the solution General procedure: A mixture of 2 g (5.5 mmol) of ethyl 7-chloro-1-(2, 4-difluorophenyl)-4-oxo-1, 4-dihydro-1, 8-naphthyridine-3-carboxylate (preparation described in DE 4301246, Example U, S.26), 894 mg (11 mmol) of dimethylamine hydrochloride and 2.48 g (19.2 mmol) of DIPEA in 50 ml of acetonitrile was stirred at 23 C. for 18 hours. Subsequently, the mixture was concentrated under reduced pressure, water was added and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated under reduced pressure. This gave 1.92 g (94% of theory) of the title compound. LC-MS (Method 1): Rt=0.95 min; m/z=374.1 [M+H]+. In analogy to Example 6A, the example compounds shown in Table 1A were prepared by reacting ethyl 7-chloro-1-(2, 4-difluorophenyl)-4-oxo-1, 4-dihydro-1, 8-naphthyridine-3-carboxylate or the compound from Example 5A with the appropriate amines (or salts thereof) and DIPEA under the reaction conditions described. Differences are specified in the respective examples.To 2-(5-{1 -[(6, 7-dimethoxy-2-methylquinazolin-4-yl)amino] ethyl}thiophen-2-yl)benzaldehyde (described in example 179a; 50.0 mg, 1 15 muetaetaomicronIota), Synthesis of Compound 80: To a solution of Compound 16 (100 mg, 0.28 mmol) in DMF (3 mL) was added HATU (161.46 mg, 0.42 mmol), DIPEA (109.76 mg, 0.85 mmol) and

Molecular Weight:149.54
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:149.0219114
Monoisotopic Mass:149.0219114
Topological Polar Surface Area:12
Heavy Atom Count:8
Complexity:48.6
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes