Related Products of 100114-58-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 100114-58-7, name is 4-Amino-2-(hydroxymethyl)pyridine, molecular formula is C6H8N2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Methyl 3-chloro-l-methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2- carboxylate (400 mg, 0.57 mmol) and (4-aminopyridin-2-yl)methanol (157 mg, 1.26 mmol) were dissolved in dry THF (5 mL). Lithium bis(trimethylsilyl)amide (1M in THF) (3.4 mL, 1 M, 3.4 mmol) was added drop wise and the reaction mixture was stirred overnight at room temperature. The reaction mixture was next quenched with sat. NH4C1 (10 mL). The organic layer was removed and the aqueous layer extracted with CH2CI2 (2 X 5 mL). The combined organic layers were evaporated to dryness and the residue was purified on silica using a heptane to EtOAc gradient yielding 3-chloro-N-[2-(hydroxymethyl)-4-pyridyl]-l-methyl-4-[[(lR)-2,2,2- trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (249 mg) as an off-white powder after trituration with diisopropylether. Method B: Rt: 0.81 min. m/z: 439 (M-H)” Exact mass: 440.1. 1H NMR (400 MHz, DMSO-d6) 5 ppm 1.19 (d, J=7.0 Hz, 3 H), 3.78 (s, 3 H), 3.92 – 4.05 (m, 1 H), 4.53 (d, J=5.7 Hz, 2 H), 5.42 (t, J=5.8 Hz, 1 H), 7.55 (dd, J=5.5, 2.0 Hz, 1 H), 7.68 (s, 1 H), 7.79 (d, J=1.5 Hz, 1 H), 8.38 (d, J=5.5 Hz, 1 H), 8.50 (br. s., 1 H), 10.69 (s, 1 H). DSC: From 30 to 300 C at 10C/min, peak 233.9 C. 3-chloro-N-[2-(hydroxymethyl)-4-pyridyl]-l- methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (181 mg, 0.41 mmol) was dissolved in THF (5 mL). (Diethylamino)sulfur trifluoride (108.5 mu, 0.82 mmol) was added and the reaction mixture was stirred overnight at room temperature. The volatiles were removed under reduced pressure and the residue was purified via prep. HPLC (Stationary phase: RP XBridge Prep C18 OBD-IotaOmicronmuiotaeta, 30x150mm, Mobile phase: 0.25% (0700) NH4HCO3 solution in water, MeOH) yielding 3-chloro-N-[2-(fluoromethyl)-4-pyridyl]-l- methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (11.2 mg). Method B: Rt: 0.97 min. m/z: 441.1 (M-H)” Exact mass: 442.0. 1H NMR (400 MHz, (0701) CHLOROFORM-d) delta ppm 1.39 (d, J=6.8 Hz, 3 H), 3.93 – 3.99 (m, 1 H), 4.00 (s, 3 H), 5.49 (d, J=46.9 Hz, 2 H), 7.37 (s, 1 H), 7.58 – 7.64 (m, 2 H), 8.52 (d, J=5.3 Hz, 1 H).
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 100114-58-7, 4-Amino-2-(hydroxymethyl)pyridine.
Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
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