4-Toluenesulfonyl chloride → HCID 22662906, compound

HRID 279239Notes

Reaction equation

HRID 279239 reaction equation
[OH:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[N:5][CH:4]=1.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([O:1][CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[N:5][CH:4]=2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 12746377(Isoquinolin-4-yl)methanol

Product 1

HCID 22662906HCID 22662906, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of the title compound from Step A above (1.94 g, 12.2 mmoles) in anhydrous pyridine (14 mL) at 0° C. was added 4-toluenesulfonyl chloride (2.784 g, 14.6 mmoles) and the mixture was stirred at 0° C. for 2.5 h. The solution was evaporated to dryness and the product was azeotroped with toluene and then taken up in dichloromethane and washed with saturated aqueous sodium bicarbonate, filtered and evaporated to give the title compound which was used without purification in the next step.

Workup

  1. customThe solution was evaporated to dryness
  2. customthe product was azeotroped with toluene
  3. washwashed with saturated aqueous sodium bicarbonate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-48b19bcb54cf426b92796f15f25c43eb
Source dataset
uspto-grants-2002_03
Patent number
US06362188B1

Reaction notes

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