Реакция #2146792

Уравнение реакции

MeI

[2-(1H-Imidazol-4-yl)-6-methoxy-benzofuran-3-yl]-(3,4,5-trimethoxyphenyl)-methanone

NaH

→

product

Выход 58.0%

[2-(1-methyl-1H-Imidazol-4-yl)-6-methoxy-benzofuran-3-yl]-(3,4,5-trimethoxyphenyl)-methanone

Выход 58.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   workup.WAITleft over night
2. 2
   Другоеthen quenched with 10% NH4Cl
3. 3
   Экстракцияextracted with EtOAc
4. 4
   Другоеchromatographed with straight EtOAc

Методика

This material was prepared by N-methylation of [2-(1H-Imidazol-4-yl)-6-methoxy-benzofuran-3-yl]-(3,4,5-trimethoxyphenyl)-methanone (entry 45, Table 1) was made from Il-0085 by N-methylation. 20 mg of starting material (0.049 mmol) was dissolved in 1 ml dry THF then treated with 9 mg of 60% NaH (0.225 mmol) then after 10 minutes with MeI (15 uL, 0.24 mmol) and left over night then quenched with 10% NH4Cl extracted with EtOAc and chromatographed with straight EtOAc to give 12 mg product (58% yield). Proton data is 7.86 (s, 1H), 7.62 (s, 1H), 7.13-7.09 (m, 2H), 7.12 (s, 2H), 6.79 (dd, J=8.7, 2.1 Hz, 1H), 3.92 (s, 3H), 3.84 (s, 3H), 3.76 (s, 6H), 3.72 (s, 3H).

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