HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930191Generated: October 30, 2026
Hydrochloric Acid → HCID 89717670, compound
https://huagongshe.com/reaction/930191
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Tributyltin azide | HCID 4984872 | — |
| Reactant | HCID 89719245 | HCID 89719245 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | HCID 89717670 | HCID 89717670 | 104.5% |
Reaction Steps
In a 2-5 mL microwave vial was added 4-((3-(piperidin-1-yl)propyl)amino)-9H-pyrimido[4,5-b]indole-7-carbonitrile (47.5 mg, 0.142 mmol) and azidotributyltin (409 μl, 1.491 mmol) in (trifluoromethyl)benzene (2 mL) to give a tan suspension. The vial was placed in the microwave and heated to 180° C. for 30 minutes. The mixture was concentrated to dryness and MeOH (3 mL) followed by HCl 4M in Dioxane (1.07 mL, 4.26 mmol) was added to get a yellow solution. To the resulting solution was added diethyl ether (3 mL) Stirred at 20° C. for 16 hours. The solid obtained was collected on a Buchner. The cake was washed with diethyl ether (3×1 mL) and with Hexane (3×1 mL) and the solid dried at 30° C. under high vacuum until constant weight to afford 56 mg of the title compound as the HCl salt. LCMS m/z 378.2 (M+H)+, retention time (on analytical HPLC)=1.30 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296744B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-709bb6f05546411abb3138be4e120721 |
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| Source note | uspto-grants-2016_03 |
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