HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173932Generated: October 31, 2026
Dabco → tert-Butyl 4-((5-cyano-1H-benzo[d]imidazol-2-yl)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate
https://huagongshe.com/reaction/2173932
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dabco | HCID 9237 | — |
| Reactant | 3,4-Diaminobenzonitrile | HCID 737285 | — |
| Reactant | tert-Butyl 4-(2,2-dibromovinyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate | HCID 86701482 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | tert-Butyl 4-((5-cyano-1H-benzo[d]imidazol-2-yl)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate | HCID 178488595 | — |
Reaction Steps
A mixture of tert-butyl 4-(2,2-dibromovinyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate (1.3 g, 2.92 mmol), 3,4-diaminobenzonitrile (700 mg, 5.26 mmol) and DABCO (819 mg, 7.30 mmol) in NMP (12 mL) was stirred at 110° C. for overnight. The reaction mixture was then cooled to room temperature, diluted with EtOAc, and washed with water. The organic layer was dried over magnesium sulfate, filtered and concentrated. The residue was purified using FCC eluting with heptane/EtOAc(60-80%) to provide the title compound. MS (ESI+) m/z 417.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056874B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-7fafeb1ce76a44ba9ea4d9f433f5b8df |
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| Source note | uspto-grants-2015_06 |
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