HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 6-(chloromethyl)nicotinate → 6-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxymethyl}-nicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 6-(chloromethyl)nicotinate | HCID 15331516 | — |
| Reactant | 2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol | HCID 66619310 | — |
| Product | 6-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxymethyl}-nicotinic acid methyl ester | HCID 66619481 | — |
Reaction Steps
The title compound was prepared in analogy to Example 26, from 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol (Ex. 1, int. c) and 6-chloromethyl-nicotinic acid methyl ester (commercially available) to give the title compound after purification by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane and ethyl acetate (100:0 to 60:40) as a light yellow solid (10%). MS (Turbo Spray): m/z=540.4 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088930B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-6d1279ded5f145c9b717b05eb8bed4c2 |
| Source note | uspto-grants-2012_01 |