Pyridine → HCID 23363128, compound

HRID 1081888Notes

Reaction equation

HRID 1081888 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]3[N:18]=[N:17][N:16]([CH3:19])[C:15]=3[CH:20]=2)=[C:6]([CH:9]=1)[CH2:7]O.N1C=CC=CC=1.S(Cl)([Cl:29])=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]3[N:18]=[N:17][N:16]([CH3:19])[C:15]=3[CH:20]=2)=[C:6]([CH2:7][Cl:29])[CH:9]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 54176145HCID 54176145, compound

Product 1

HCID 23363128HCID 23363128, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of 5-chloro-2-[(1-methyl-1H-benzotriazole-6-yl)methyl]benzyl alcohol (0.16 g) from Example 77 and pyridine (0.05 ml) in methylene chloride (2 ml) was added thionyl chloride (0.04 ml) at 0° C., the mixture was stirred for 30 minutes. After removal of the solvent, the resulting residue was purified by chromatography on a silica gel column (methylene chloride:methanol=199:1), to give the title compound (0.12 g; 70%).

Workup

  1. customAfter removal of the solvent
  2. customthe resulting residue was purified by chromatography on a silica gel column (methylene chloride:methanol=199:1)

Sources & evidence

ORD record
ord-5fb325c279c94c379748a8b077b8c478
Source dataset
uspto-grants-1996_12
Patent number
US05587392

Reaction notes

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