HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 1-[5-methylaminomethyl-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-3-isopropyl-1,3-dihydro-benzoimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | methanesulfonic acid 2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl ester | HCID 20813972 | — |
| Product | 1-[5-methylaminomethyl-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-3-isopropyl-1,3-dihydro-benzoimidazol-2-one | HCID 20813971 | 94% |
Reaction Steps
A mixture of methanesulfonic acid 2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl ester (10 mg, 0.02 mmol) and methylamine (1M in THF, 0.5 mL) was stirred at ambient temperature for 12 h then the solvent evaporated. The residue was purified by prep-HPLC (gradient 10%-100% B) to give 8.1 mg (94%) of 1-[5-methylaminomethyl-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-3-isopropyl-1,3-dihydro-benzoimidazol-2-one as a colorless gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919331B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-e92b4b7172324ae6b80d27cf76a67f6a |
| Source note | uspto-grants-2005_07 |