Reference of 1303587-99-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1303587-99-6 as follows.
Synthesis of 2-chloro-8-(3-chlorobenzyl)-7 , 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0455] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (100 mg, 0.58 mmol) in DMF (1 mL) under argon atmosphere was added sodium hydride (27 mg, 1.16 mmol) at 0 C. After stirring for 10 mins, l-(bromomethyl)-3-chlorobenzene (92 mg, 0.70 mmol) was added to the reaction mixture at 0 C and stirred for 1 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford 2-chloro-8-(3- chlorobenzyl)-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (160 mg, 93%) as an off- white solid. 1H-NMR (CD3OD, 400 MHz): delta 7.61 (s, 1H), 7.39-7.22 (m, 4H), 4.52 (s, 2H), 4.20-4.18 (m, 2H), 3.53-3.50 (m, 2H); LCMS: 295.8 (M+1); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 muiotaeta); RT 3.79 min 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 60% EtOAc/hexane (R 0.5).
According to the analysis of related databases, 1303587-99-6, the application of this compound in the production field has become more and more popular.
Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
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