HCID 66727284, compound → HCID 66727587, compound

HRID 2198146Notes

Reaction equation

HRID 2198146 reaction equation
[CH3:1]S(C1C=C(C=C(OCC)N=1)C(O)=O)(=O)=O.[ClH:17].[CH3:18][S:19]([C:22]1[CH:27]=[C:26]([C@@H:28]([NH2:30])[CH3:29])[CH:25]=[C:24]([O:31][CH3:32])[N:23]=1)(=[O:21])=[O:20].C[Mg]Br>CC(C)=O>[ClH:17].[CH3:18][S:19]([C:22]1[CH:27]=[C:26]([C@@H:28]([NH2:30])[CH2:29][CH3:1])[CH:25]=[C:24]([O:31][CH3:32])[N:23]=1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 66727284HCID 66727284, compoundHCID 66727487HCID 66727487, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 66727587HCID 66727587, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The Weinreb amide of 2-methanesulfonyl-6-ethoxy-isonicotinic acid was also converted to (S)-1-(2-methanesulfonyl-6-methoxy-pyridin-4-yl)-ethylamine hydrochloride according to methods described in Example 43 except during the Grignard addition methyl magnesium bromide was added to the Weinreb amide instead of ethyl magnesium chloride to afford the corresponding methyl ketone.

Sources & evidence

ORD record
ord-4970ec99b16a42b3bf0f93abf340efdb
Source dataset
uspto-grants-2012_12
Patent number
US08338610B2

Reaction notes

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