Pyridine → HCID 11016583, compound

HRID 379062Notes

Reaction equation

HRID 379062 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:35])[C:11]2[N:12]=[CH:13][N:14]([C:16]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:15]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].N1C=CC=CC=1.[C:42](OC(=O)C)(=[O:44])[CH3:43]>CN(C=O)C>[C:4]([C:3]1[CH:6]=[CH:7][C:8]([CH:10]([O:35][C:42](=[O:44])[CH3:43])[C:11]2[N:12]=[CH:13][N:14]([C:16]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:15]=2)=[CH:9][C:2]=1[F:1])#[N:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11134299(4-Cyano-3-fluorophenyl)[1-(triphenylmethyl)imidazol-4-yl]methanol

Product 1

HCID 11016583HCID 11016583, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Fluoro-4-[hydroxy-(1-trityl-1H-imidazol-4-yl)-methyl]-benzonitrile (4.05 g, 8.81 mmol), pyridine (2.14 mL, 26.4 mmol), and acetic anhydride (12.5 mL, 132 mmol) were stirred in anhydrous DMF (60 mL) for 3 h under Ar. The reaction was concentrated in uacuo, diluted with EtOAc (250 mL), washed with H2O (2×), brine, dried (MgSO4) and concentrated to give the title compound.

Workup

  1. concentrationThe reaction was concentrated in uacuo
  2. additiondiluted with EtOAc (250 mL)
  3. washwashed with H2O (2×), brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4c7a7cc4c3234d53a4d5814edb7dda0a
Source dataset
uspto-grants-2001_10
Patent number
US06297239B1

Reaction notes

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