HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642433Generated: October 30, 2026
Dimethylacetamide → 3-cyano-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester
https://huagongshe.com/reaction/642433
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 3-bromo-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester | HCID 68428413 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 3-cyano-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester | HCID 68426415 | — |
Reaction Steps
A mixture of 3-bromo-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (200 mg), Zn(CN)2 (31 mg), Zn dust (3.5 mg), Pd2(dba)3 (20 mg), dppf (24.4 mg) in DMA (1 mL) was heated to 120° C. for 145 min; then the mixture was partitioned between EtOAc and water, the organic phase was then washed with sat. NaCl solution, dried over anhydrous sodium sulfate, filtered and concentrated sequentially to give a residue, which was purified with column to give desired title compound (83 mg). The title compound, ESI MS (m/z): 402 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696223B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-726ef012e1764e278782f056c62d5084 |
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| Source note | uspto-grants-2010_04 |
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