2-Methylbenzo[d]oxazole-6-carbaldehyde, cas is 864274-04-4, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,864274-04-4
To a solution of compound 66 (50 mg, 174.6 imo1, 1 eq) in 1 mL of MeOH was added 2-methyl-1,3-benzoxazole-6-carbaldehyde (30.9 mg, 192.1 imol, 1.1 eq) and HOAc (1.1 mg,17.5 imol, 0.1 eq). The mixture was stirred for 0.5 hour at 25¡ãC. Then NaBH3CN (16.5 mg, 261.9 imol, 1.5 eq) was added and the mixture was stirred for 11.5 hours. The reaction mixture was filtered and the filtrate was purified by prep-HPLC (neutral condition) to get 30.9 mg ofcompound 530 (40.6percent yield, 99.1percent purity) as a white solid.?H NMR (400MHz, CHLOROFORM-cl) oe ppm 11.34 – 11.21 (m, 1H), 7.77 – 7.70 (m, 1H),7.53-7.48 (m, 2H), 7.42 (d,J=5.5 Hz, 1H), 7.27 (brs, 2H), 7.21- 7.19(m, 1H), 5.91 -5.85 (m,1H), 4.54 (br t, J=11.9 Hz, 1H), 4.24 (q, J=6.9 Hz, 1H), 3.91 – 3.89 (m, 2H), 3.55 (q, J7.0 Hz,1H), 2.79-2.76 (m, 1H), 2.57 (s, 3H), 2.31 -2.11 (m, 1H), 1.97- 1.82 (m, 3H), 1.54- 1.47 (m,3H), 1.29 (t, J=7.0 Hz, 3H), 1.27 – 1.09 (m, 1H).LCMS (ESI+): m/z 432.2 (M+H)
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Reference£º
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem