Sodium Bicarbonate → N-(4-(4-(Ethyl(4-cyclopropylbutyl)amino)-1-hydroxybutyl)phenyl)methanesulfonamide

HRID 1654306Notes

Reaction equation

HRID 1654306 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+].Br[CH2:26][CH2:27][CH2:28][CH2:29][CH:30]1[CH2:32][CH2:31]1>C(#N)C>[CH2:1]([N:3]([CH2:26][CH2:27][CH2:28][CH2:29][CH:30]1[CH2:32][CH2:31]1)[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 13789860(4-Bromobutyl)cyclopropane

Product 1

HCID 15294459N-(4-(4-(Ethyl(4-cyclopropylbutyl)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 1-bromo-4-cyclopropylbutane (Step IV) to give the titled product, a compound of Formula I'. The high resolution mass spectrum had M+ at m/z 382. Theory for C20H34N2O3S: 382.2290; measured: 382.2298.

Sources & evidence

ORD record
ord-9749a62dfd8a4b2d98f62f2bebd8ed06
Source dataset
uspto-grants-1995_04
Patent number
US05405997

Reaction notes

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