Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3-Bromo-1-(4-chloro-2-trifluoromethylbenzyl)-1H-indazole-5-carbaldehyde | HCID 86659709 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | HCID 86659712 | HCID 86659712 | — |
Reaction Steps
A mixture of 3-bromo-1-(4-chloro-2-trifluoromethylbenzyl)-1H-indazole-5-carbaldehyde (0.479 mmol, from Example 407), Pd(dppf)Cl2 dichloromethane complex (0.0479 mmol), zinc cyanide (0.575 mmol), and sodium acetate (0.958 mmol) in DMF (6 mL) under argon was heated at 100° C. for 4 h, then concentrated under reduced pressure. Chromatographic purification of the residue (silica gel, hexanes to hexanes:EtOAc, 1:1) afforded 1-(4-Chloro-2-trifluoromethylbenzyl)-5-formyl-1H-indazole-3-carbonitrile as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796256B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-2fbf3388a37e4d738364769bb7bd4edb |
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| Source note | uspto-grants-2014_08 |
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