5381-20-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.
Example 3; N2-{-3-[(1-benzothien-3-ylmethyl)amino]-trans-cyclohexyl}-N4,N4- dimethylquinazoline-2, 4-diamine; A solution of N2- (3-amino-t7-ans-cyclohexyl)-N4, N4-dimethyl-quinazoline-2, 4-diamine (0.237 g, 0. 83 mmol, from Example 2b) and benzo [b] thiophene-3-carbaldehyde (0.135 g, 0.83 mmol) in MeOH : DCM (1: 2, containing 1% HOAc, 20 mL) was stirred at ambient temperature for 1.5 h, after which a solution of NaBH3CN (0.104 g, 1.66 mmol) in MeOH (4 mL) was added. The reaction mixture was stirred at room temperature until TLC indicated that starting material was consumed. Methanol (20 mL) was added and the reaction mixture was concentrated. The residue was purified on Si02 eluted with DCM: MeOH (98 : 2) containing 2% Et3N and finally DCM: MeOH (9: 1) containing 2% Et3N to give 0. 310 g (86%) of the title compound. This material was dissolved in MeCN and further purified by HPLC (Eluent A: H20 containing 0. 1% TFA; Eluent B: MeCN ; gradient from 10% to 80% of eluent B) to give 0.200 g (56%) of the title compound. 1HNMR (300.1 MHz, MeOD-d4) 8 7.82 (d, 1H), 7.76 (m, 1H), 7.45 (t, 1H), 7.05-7. 33 (m, 5H), 7.01 (t, 1H), 4.32 (br s, 1H), 3.96 (s, 2H), 3.18 (s, 6H), 2.90 (m, 1H), 1.3-2. 1 (m, 8H). 13CNMR (75.5 MHz, MeOD-d4) 8 164.7, 158. 0,153, 3,140. 7, 138. 5,134. 6,132. 3,128. 7, 128.0, 126.6, 124.2, 123.9, 123.3, 122.5, 121.4, 120. 0, 111.8, 51.9, 46.0, 43.8, 40.9, 36.6, 31.3, 31.2, 19.8. LC-MS [M+H] +432. 2.
The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ASTRAZENECA AB; WO2005/70902; (2005); A1;,
Benzothiophene – Wikipedia
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