HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425502Generated: October 28, 2026
Triphenylphosphine → 3-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamide
https://huagongshe.com/reaction/2425502
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 4-Amino-3-iodopyridine | HCID 1516510 | — |
| Reactant | 3-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamide | HCID 67254945 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamide | HCID 67254910 | — |
Reaction Steps
A suspension of 3-iodo-4-pyridineamine (594 mg), 3-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamide (710 mg), palladium acetate (61 mg), triphenylphosphine (142 mg), sodium acetate (443 mg) and lithium chloride (115 mg) in N,N-dimethylformamide (6 mL) and acetonitrile (3 mL) was irradiated with microwave (100 W) for 30 minutes, poured into water and then extracted with ethyl acetate. The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (parallel separation purification system) to obtain the titled compound having the following physical properties (404.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964726B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-91dab7bc135541e79dc0622d8825e9d1 |
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| Source note | uspto-grants-2011_06 |
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