2-fluoro-4-[(2E)-1-hydroxy-3-(1-trityl-1H-imidazol-5-yl)prop-2-enyl]benzonitrile → HCID 23001312, compound

HRID 398007Notes

Reaction equation

HRID 398007 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:37])/[CH:11]=[CH:12]/[C:13]2[N:17]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:16]=[N:15][CH:14]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]>[Pd].O>[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:37])[CH2:11][CH2:12][C:13]2[N:17]([C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:16]=[N:15][CH:14]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 1

HCID 230013012-fluoro-4-[(2E)-1-hydroxy-3-(1-trityl-1H-imidazol-5-yl)prop-2-enyl]benzonitrile

Product 1

HCID 23001312HCID 23001312, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

Product from Step F (8.93 g, 18.4 mmol), and 10% palladium on carbon (550 mg) were suspended in TBE (200 mL)/water (20 mL) and placed under a hydrogen atmosphere (1 atm) for 7 hours. The reaction solution was filtered through a Celite pad and concentrated in vacuo to provide the title compound as a white foam which was sufficiently pure for use in the next step.

Workup

  1. customfor 7 hours
  2. filtrationThe reaction solution was filtered through a Celite pad
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e5129eb4f0954ab98cf684b711451447
Source dataset
uspto-grants-2003_08
Patent number
US06610722B2

Reaction notes

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