HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887480Generated: October 26, 2026
Dimethyl Sulfoxide → tert-butyl 3-(3-(4-(1H-benzo[d]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)azetidine-1-carboxylate
https://huagongshe.com/reaction/887480
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanone | HCID 59326874 | — |
| Reactant | Tert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylate | HCID 59351411 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-butyl 3-(3-(4-(1H-benzo[d]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)azetidine-1-carboxylate | HCID 59327110 | 100% |
Reaction Steps
To a vial with tert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylate (100 mg, 0.371 mmol), (1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanone (265 mg, 1.112 mmol) and cesium carbonate (362 mg, 1.112 mmol) under N2 is added DMSO (1.0 mL). The reaction is heated to 120° C. in an oil bath 1 h. The reaction was cooled to rt, added to H2O (5 mL), and extracted with EtOAc (3×5 mL). The combined organic layers were dried (MgSO4) and concentrated to give tert-butyl 3-(3-(4-(1H-benzo[d]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)azetidine-1-carboxylate (175 mg) as a yellow oil which was carried on to the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08247418B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-da0ceee78e89465f8b47a0d3a4202252 |
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| Source note | uspto-grants-2012_08 |
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