Methanesulfonyl chloride → HCID 69345356, compound

HRID 1948248Notes

Reaction equation

[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2(O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.CS(Cl)(=O)=O>>[C:9]1([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[N:8][CH:7]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 10352983HCID 10352983, compound

Product 1

HCID 69345356HCID 69345356, compoundYield 63%

Procedure

According to Scheme 26 Step 2: The title compound was prepared from 1-(6-methoxypyridin-3-yl)cyclohexanol (1 eq, 1.21 mmol, 0.25 g) and methanesulfonyl chloride (4 eq, 4.82 mmol, 0.37 mL) according to the procedure described for Example 4 Step 1. The crude residue was purified by chromatography over silicagel (AIT Flashsmart prepacked column 10 g SiO2, AcOEt/pentane 30/10 to pure AcOEt), yielding the title compound (0.76 mmol, 0.14 g, 63%) as a colorless oil.

Workup

customThe crude residue was purified by chromatography over silicagel (AIT Flashsmart prepacked column 10 g SiO2, AcOEt/pentane 30/10 to pure AcOEt)

Sources & evidence

ORD record: ord-4642b7d6a7c5465388cd4e530c673bc1
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399493B2

Reaction notes

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