5-BROMO-6-METHYL-1H-BENZIMIDAZOLE

Referential 1 -(6-Methyl- 1 -(tetrahydro-2H-pyran-2-yl)- 1 H-benzo[d]imidazol-5-yl)ethanamine (101) step 1 : A mixture of 5-bromo-6-methyl-lH-benzo[d]imidazole (2.0 g, 9.6 mmol), p-TsOH (17 mg, 0.1 mmol), and dihydropyran (8.1 g, 96 mmol) in THF (30 mL) was heated to reflux overnight. The solvent was concentrated in vacuo and EtOAc (50 mL) and water (50 mL) were added to the residue. The pH was adjusted to about 8 with K2CO3. The aqueous phase was extracted with EtOAc (50 mL x 2). The combined organic layers were washed with water and brine, dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by Si02 chromatography eluting with petroleum ether/EtOAc (2:1) to afford 5-bromo-6-methyl-l-(tetrahydro-2H-pyran-2-yl)-lH-benzo[d]imidazole as a yellow solid (2.1 g, 71 %). MS (ESI): m/z = 295.2 [M+l]+.

Molecular Weight:211.06
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:209.97926
Monoisotopic Mass:209.97926
Topological Polar Surface Area:28.7
Heavy Atom Count:11
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes