1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Example 27 6-((3R,4R)-3-Aminotetrahydro-2H-pyran-4-ylamino)-4-(6-isopropyl-5-methylpyridin-2-ylamino)pyridazine-3-carboxamide A mixture of 6-chloro-4-(6-isopropyl-5-methylpyridin-2-ylamino) pyridazine-3-carboxamide (223 mg, 729 mumol, prepared as described in example 25), tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (315 mg, 1.46 mmol) and NMP (4 mL) was stirred at 140 C. for 18 h. The NMP was distilled off using a Kugelrohr apparatus under high vacuum to give a light brown solid. The crude material was dissolved in dichloromethane and MeOH and adsorbed on silica gel, then purified by chromatography (spherical silica 20-45 mum, 11 g, Versaflash from Supelco, eluting with 100% dichloromethane to 88:11.4:0.6 dichloromethane:methanol:NH4OH over 40 min) to give 109 mg of intermediate as a brown solid. This intermediate was dissolved in dichloromethane (2 mL) and TFA (740 mg, 500 muL, 6.49 mmol) was added. The mixture was stirred at room temperature for 16 h. The TFA and the dichloromethane were concentrated in vacuo and the residue obtained was purified by chromatography (spherical silica 20-45 mum, 11 g, Versaflash from Supelco, eluting with 100% dichloromethane to 88:11.4:0.6 dichloromethane:methanol:NH4OH over 40 min) to give a brown solid. The solid was suspended in 0.5 mL heptane and 10 drops of ethanol. The mixture was briefly sonicated and then heated, then cooled and the solvents decanted. The solid residue was dried overnight under high vacuum to give 6-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-4-(6-isopropyl-5-methylpyridin-2-ylamino)pyridazine-3-carboxamide (22 mg, 8%) as a brown solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 11.18-11.31 (m, 1H), 8.26 (s, 1H), 7.95 (br. s., 1H), 7.26 (d, J=8.34 Hz, 1H), 6.55 (d, J=8.08 Hz, 1H), 5.73 (d, J=7.33 Hz, 1H), 5.29 (br. s., 1H), 3.99 (br. s., 1H), 3.90 (d, J=8.08 Hz, 1H), 3.78 (d, J=11.37 Hz, 1H), 3.66 (q, J=7.07 Hz, 1H), 3.57 (d, J=11.37 Hz, 1H), 3.44 (t, J=11.12 Hz, 1H), 3.20 (dt, J=13.33, 6.60 Hz, 1H), 2.97 (br. s., 1H), 2.21 (s, 3H), 1.89 (d, J=11.12 Hz, 1H), 1.61-1.77 (m, 1H), 1.25 (dd, J=6.57, 3.54 Hz, 6H), 1.18 (t, J=7.07 Hz, 1H); LC-MS 386 [M+H]+., 1240390-36-6
The synthetic route of 1240390-36-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
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