Sodium Bicarbonate → N-(4-(4-(Ethyl(5-acetoxy-5-methylhexyl)amino)-1-hydroxybutyl)phenyl)methanesulfonamide

HRID 1654307Notes

Reaction equation

HRID 1654307 reaction equation
[CH2:1]([NH:3][CH2:4][CH2:5][CH2:6][CH:7]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][CH:10]=1)[OH:8])[CH3:2].C(=O)(O)[O-].[Na+].[C:25]([O:28][C:29]([CH3:36])([CH3:35])[CH2:30][CH2:31][CH2:32][CH2:33]Br)(=[O:27])[CH3:26]>C(#N)C>[CH2:1]([N:3]([CH2:33][CH2:32][CH2:31][CH2:30][C:29]([O:28][C:25](=[O:27])[CH3:26])([CH3:35])[CH3:36])[CH2:4][CH2:5][CH2:6][CH:7]([C:9]1[CH:10]=[CH:11][C:12]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=1)[OH:8])[CH3:2]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 10779588N-(4-(4-(ethylamino)-1-hydroxybutyl)phenyl)methanesulfonamideHCID 200801115-Acetoxy-1-bromo-5-methylhexane

Product 1

HCID 15294461N-(4-(4-(Ethyl(5-acetoxy-5-methylhexyl)amino)-1-hydroxybutyl)phenyl)methanesulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

According to Procedure B (Example 17, Step IV), a stirred mixture of N-[4-[4-(ethylamino)-1-hydroxybutyl]phenyl]methanesulfonamide (Example 7, Step II) and sodium bicarbonate in acetonitrile was allowed to react with 5-acetoxy-1-bromo-5-methylhexane (Step V) to give the titled product, a compound of Formula I'. The mass spectrum had M+ at m/z 442.

Sources & evidence

ORD record
ord-128a7b65674645e889823941af658017
Source dataset
uspto-grants-1995_04
Patent number
US05405997

Reaction notes

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