Adding a certain compound to certain chemical reactions, such as: 147751-16-4, name is tert-Butyl methylsulfonylcarbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 147751-16-4, Recommanded Product: tert-Butyl methylsulfonylcarbamate
N-{l-[(lS,3R)-3-(2,2,2-Trifluoro-ethylamino)-cyclopentyl]-lH-imidazo[4,5-c]quinolin-2- ylmethyl} -methanesulfonamideN-tert-Butylcarbamate-N-{l-[(lS,3R)-3-(2,2,2-trifluoro-ethylamino)-cyclopentyl]-lH- imidazo[4,5-c]quinolin-2-ylmethyl} -methanesulfonamide A suspension of {l-[(lS,3R)-3-(2,2,2-trifluoro-ethylamino)-cyclopentyl]-lH-imidazo[4,5- c]quinolin-2-yl} -methanol (139 mg, 0.38 mmol) in anhydrous THF (3.8 mL), under an atmosphere of nitrogen was treated with tert-butyl N-methanesulfonylcarbamate (164 mg, 0.84 mmol), followed by triphenylphosphine (200 mg, 0.76 mmol) and then diisopropyl azodicarboxylate (150 mu?, 0.76 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was diluted with EtOAc and water and the phases separated. The aqueous layer was extracted with EtOAc (2x) and the combined organic phases washed (brine), dried (sodium sulfate) and concentrated in vacuo to afford 780 mg of a yellow oil. Purification by column chromatography on an Isolute SCX-2 cartridge (eluting with MeOH and then 2M NH3 in MeOH) afforded 192 mg of a golden glassy solid. This was purified by filtration through a pad of silica gel (gradient: 0 to 2% [2M NH3 in MeOH] in EtOAc) to afford 169 mg (82%) of N-tert-butylcarbamate-N- { 1 – [( 1 S ,3R)-3 -(2,2,2-trifluoro-ethylamino)-cyclopentyl] – 1 H- imidazo[4,5-c]quinolin-2-ylmethyl}-methanesulfonamide as a colourless gum. LCMS (Method B, ESI): RT = 2.67 min, m+H = 542.0; 1H NMR (400 MHz, CDC13): delta 9.20 (s, 1 H), 8.40 (d, 1 H), 8.28 (d, 1 H), 7.66 (m, 2 H), 5.54-5.30 (m, 3 H), 3.68 (s, 3 H), 3.60 (m, 1 H), 3.30 (m, 2 H), 2.60 (m, 2 H), 2.33 (m, 1 H), 2.15 (m, 2 H), 1.98 (m, 1 H), 1.50 (s, 9 H).
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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HURLEY, Christopher; KULAGOWSKI, Janusz; ZAK, Mark; WO2013/7768; (2013); A1;,
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