Pyridine → HCID 57436865, compound

HRID 1723979Notes

Reaction equation

HRID 1723979 reaction equation
[CH3:1][C:2]1([CH3:28])[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:12][CH:13]([C:16]3[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=3)[CH2:14][OH:15])[CH:8]=2)[O:3]1.[C:29]1([CH3:39])[CH:34]=[CH:33][C:32]([S:35](Cl)(=[O:37])=[O:36])=[CH:31][CH:30]=1.N1C=CC=CC=1>ClCCl>[CH3:1][C:2]1([CH3:28])[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:12][CH:13]([C:16]3[CH:17]=[C:18]([O:26][CH3:27])[C:19]([O:24][CH3:25])=[C:20]([O:22][CH3:23])[CH:21]=3)[CH2:14][O:15][S:35]([C:32]3[CH:33]=[CH:34][C:29]([CH3:39])=[CH:30][CH:31]=3)(=[O:37])=[O:36])[CH:8]=2)[O:3]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 57436864HCID 57436864, compound

Product 1

HCID 57436865HCID 57436865, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 2-(2,2-dimethyl-2H-chromen-6-ylsulfanyl)-2-(3,4,5-trimethoxy-phenyl)-ethanol (29.3 mg, 0.073 mmol) in dichloromethane (1.5 mL) is added p-toluenesulfonylchloride (15.3 mg, 0.080 mmol) and pyridine (6.47 uL, 0.080 mmol). The reaction mixture continues to stir at room temperature. The crude material is purified using silica gel chromatography to yield the desired product.

Workup

  1. customThe crude material is purified

Sources & evidence

ORD record
ord-0fec465fe5174b02a435c71f2172f6ee
Source dataset
uspto-grants-2009_02
Patent number
US07485283B2

Reaction notes

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