HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 21985168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4'-(Bromomethyl)-2-cyanobiphenyl | HCID 1501912 | — |
| Reactant | 2-[(5,6,7,8-Tetrahydroquinolin-8-ylamino)-methyl]-benzimidazole-1-carboxylic acid tert-butyl ester | HCID 21985081 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 21985168 | HCID 21985168 | 32.7% |
Reaction Steps
Using the general alkylation procedure: To a solution of (1-tert-butoxycarbonyl-1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (0.194 g, 0.51 mmol) in CH3CN (5 mL) was added N,N-diisopropylethylamine (0.30 mL, 1.72 mmol) followed by 4′-bromomethyl-2-cyanobiphenyl (0.303 g, 1.11 mmol) and the resultant mixture heated to 60° C. for 25 h. Purification of the crude material by column chromatography on silica gel (10:1:1 CH2Cl2—CH3OH—NH4OH) followed by radial chromatography on silica gel (2 mm plate, 100:1:1 CH2Cl2—CH3OH—NH4OH) provided a tan foam (79 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807694B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-4e957fe554f84c6cab95fb9d32b6d94c |
| Source note | uspto-grants-2010_10 |