1,2-Dimethoxyethane → HCID 67877806, compound

HRID 1614671Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][S:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][CH3:31])=[CH:24][CH:23]=3)[N:11]=2)[CH:5]=[CH:6][CH:7]=1.[C:32]([O:41]CC)(=O)[CH2:33][CH2:34][C:35]([O:37]CC)=[O:36].[C:44]([O-])(=O)[CH3:45].[Na+].[CH2:49]([CH2:52]OC)OC>>[C:35]([C:34]([CH2:44][CH3:45])([CH2:49][CH3:52])[CH2:33][C:32]([NH:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][S:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][CH3:31])=[CH:24][CH:23]=3)[N:11]=2)[CH:5]=[CH:6][CH:7]=1)=[O:41])([OH:37])=[O:36]

Participants

Reactant 4

HCID 80711,2-Dimethoxyethane

HCID 31249Diethyl Succinate

HCID 517045Sodium Acetate

HCID 19772239Benzenamine, 3-[2-[6-[[[4-(4-butylphenyl)butyl]thio]methyl]-2-pyridinyl]ethenyl]-, (E)-

Product 1

HCID 67877806HCID 67877806, compound

Procedure

By the use of 2.97 g of 2-[(E)-2-(3-aminophenyl)ethenyl]-6-[4-(4-butylphenyl)butylthio]methylpyridine, 1.6 g of anhydrous diethyl succinate, 0.85 g of sodium acetate and 10 ml of dimethoxyethane, the reaction was similarly carried out as Example 1(3). The obtained crystals were recrystallized from 50% an aqueous ethanol to give 2.4 g of 2-[(E)-2-(3-(3 carboxy-3-ethylvalerylamino)phenyl)ethenyl]-6-[4-(4-butylphenyl) butylthio]methylpyridine, melting at 150°-151° C. as white crystals.

Workup

customThe obtained crystals were recrystallized from 50% an aqueous ethanol

Sources & evidence

ORD record: ord-31158d54adab4f569181f78794cdf93b
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05198452

Reaction notes

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