Water → HCID 16065866, compound

HRID 33543Notes

Reaction equation

HRID 33543 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:17])[CH:5]=[CH:6][C:7]=1[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH:16]=[CH:15][N:14]=[N:13]1.[H-].[Na+].Cl[CH2:21][C:22]1[CH:23]=[N:24][CH:25]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=2)[CH:27]=1.O>CN(C)C=O>[Cl:34][C:30]1[CH:29]=[C:28]([C:26]2[CH:25]=[N:24][CH:23]=[C:22]([CH2:21][O:17][C:4]3[CH:5]=[CH:6][C:7]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]4[CH:16]=[CH:15][N:14]=[N:13]4)=[C:2]([CH3:1])[CH:3]=3)[CH:27]=2)[CH:33]=[CH:32][CH:31]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 691064073-(Chloromethyl)-5-(3-chlorophenyl)pyridineHCID 691096663-Methyl-4-(4-[1,2,3]triazol-1-yl-butyl)phenol

Product 1

HCID 16065866HCID 16065866, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 97 mg (0.42 mmol) 3-methyl-4-(4-[1,2,3]triazol-1-yl-butyl)phenol in 4.0 ml N,N-dimethylformamide was treated at 0° C. with 17 mg (0.42 mmol) of 60% sodium hydride and stirred at 0° C. for 30 min. Then 100 mg (0.42 mmol) 3-Chloromethyl-5-(3-chloro-phenyl)-pyridine were added and stirred continued at r. t. over night. After addition of 8 ml water, the precipitate was isolated, washed thoroughly with water and n-heptane. The residue was dried at 40° C. to give 131 mg (71%) of the title compound as white powder.

Workup

  1. stirringstirred
  2. waitover night
  3. customthe precipitate was isolated
  4. washwashed thoroughly with water and n-heptane
  5. customThe residue was dried at 40° C.

Sources & evidence

ORD record
ord-126b37835e5d4e109d560ee587dde932
Source dataset
uspto-grants-2008_09
Patent number
US07429605B2

Reaction notes

Loading…