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HRID253467

反应详情

EQUATION

反应方程式

HRID 253467 的结构方程式

REACTANTS

反应物

2
结构：COc1cc(C(O)c2cn([Si](C(C)C)(C(C)C)C(C)C)c3ncc(Cl)cc23)c(F)cc1OCc1nc2ccccc2n1C
HCID66888056

未命名化合物

结构：COc1cc(C(O)c2cn([Si](C(C)C)(C(C)C)C(C)C)c3ncccc23)c(F)cc1OCc1nc2cc(Cl)ccc2n1C(=O)OC(C)(C)C
HCID66889483

未命名化合物

PRODUCTS

生成物

1
结构：COc1cc(Cc2c[nH]c3ncccc23)c(F)cc1OCc1nc2ccc(Cl)cc2[nH]1
HCID24956648

未命名化合物

收率 59%

PROCEDURE

实验过程

6-Chloro-2-[5-fluoro-2-methoxy-4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-phenoxymethyl]-1H-benzimidazole (P-2112) was prepared using the same protocol as described in Scheme 47, step 4, substituting (5-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-[2-fluoro-5-methoxy-4-(1-methyl-1H-benzoimidazol-2-ylmethoxy)-phenyl]-methanol 145 with (5-chloro-2-{5-fluoro-4-[hydroxy-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-2-methoxy-phenoxymethyl}-benzoimidazole-1-carboxylic acid tert-butyl ester 153. Purification with silica gel flash chromatography eluting with a gradient of methanol (2 to 25%) in dichloromethane gave the desired compound (P-2112, 0.052 g, 59%). MS (ESI) [M+H+]+=437.1, 439.1.

WORKUP

后处理

  1. custom6-Chloro-2-[5-fluoro-2-methoxy-4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-phenoxymethyl]-1H-benzimidazole (P-2112) was prepared
  2. customPurification with silica gel flash chromatography
  3. washeluting with a gradient of methanol (2 to 25%) in dichloromethane