HCID 57437675, compound → HCID 57437676, compound

HRID 1028189Notes

Reaction equation

HRID 1028189 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([C:9]2[N:13]([C:14]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[N:11][CH:10]=2)=[O:8])=[CH:3][CH:2]=1.C([Mg]Br)C1C=CC=CC=1>ClCCl>[N:1]1[CH:6]=[CH:5][C:4]([CH:7]([C:9]2[N:13]([C:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:12]=[N:11][CH:10]=2)[OH:8])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 57437675HCID 57437675, compoundHCID 178419663HCID 178419663, compound

Product 1

HCID 57437676HCID 57437676, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of pyridin-4-yl(1-trityl-1H-imidazol-5-yl)methanone (500 mg, 1.19 mmol) in dichloromethane (25 mL) at room temperature was treated with benzyl magnesium bromide (0.595 mL, 1.78 mmol, 3M in ether) and allowed to react at room temperature and the reaction mixture was then stirred at room temperature for 16 hours. The mixture was quenched with water (20 mL) and a saturated solution of ammonium chloride (20 mL). The residue was isolated in a typical aqueous to give pyridin-4-yl(1-trityl-1H-imidazol-5-yl)methanol, (Intermediate 4) (526 mg, crude).

Workup

  1. customto react at room temperature
  2. customThe mixture was quenched with water (20 mL)
  3. customThe residue was isolated in a typical aqueous

Sources & evidence

ORD record
ord-eb94b8c149c743bf923a181e1424e2c9
Source dataset
uspto-grants-2014_05
Patent number
US08735438B2

Reaction notes

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