Sodium Bicarbonate → HCID 15294464, compound

HRID 1654313Notes

Reaction equation

HRID 1654313 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+].[CH:25]1([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]I)[CH2:27][CH2:26]1>C(#N)C>[CH2:1]([N:3]([CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:25]1[CH2:27][CH2:26]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 20080137HCID 20080137, compound

Product 1

HCID 15294464HCID 15294464, compound

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-cyclopropyl-5-iodopentane (Step II) to give N-[4-[4-[ethyl(5-cyclopropylpentyl)amino]-1-hydroxybutyl]phenyl]methanesulfonamide, a compound of Formula I'. A mixture of this compound and 0.5 equivalents of fumaric acid was crystallized from acetone to give the titled product, mp 127°-128° C. Anal. calc'd for C23H38N2O5S: C, 60.76; H, 8.42; N, 6.16; S, 7.05. Found: C, 60.66; H, 8.30; N, 6.17; S, 7.04.

Sources & evidence

ORD record
ord-741876b5b6e3464d885775ea38191df0
Source dataset
uspto-grants-1995_04
Patent number
US05405997

Reaction notes

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