Butyric acid, 4-diethylamino-, ethyl ester → 7-[{5-(3-Diethylamino-propan-1-yl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline maleinate

HRID 1285171Notes

Reaction equation

HRID 1285171 reaction equation
[N:1]1([C:12](=[O:13])[C:11]2[N:10]([CH2:14][C:15](=[N:17][OH:18])[NH2:16])[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].CC[O-:21].[Na+].C([O:25][C:26](=[O:35])[CH2:27][CH2:28][CH2:29][N:30]([CH2:33][CH3:34])[CH2:31][CH3:32])C>C1(C)C=CC=CC=1>[C:26]([OH:25])(=[O:35])/[CH:7]=[CH:11]\[C:12]([OH:13])=[O:21].[CH2:31]([N:30]([CH2:33][CH3:34])[CH2:29][CH2:28][CH2:27][C:26]1[O:18][N:17]=[C:15]([CH2:14][N:10]2[C:11]3[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=3[N:8]=[CH:9]2)[N:16]=1)[CH3:32]

Participants

5

Reactant 3

HCID 45407Butyric acid, 4-diethylamino-, ethyl esterHCID 2723922Sodium ethoxideHCID 30574902-(Theophyllin-7-yl)-acetamidoxime

Product 1

HCID 704141877-[{5-(3-Diethylamino-propan-1-yl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline maleinateYield 77%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

25.2 g. of 2-(theophyllin-7-yl)-acetamidoxime, 200 cm3 toluene and 6.8 g. of sodium ethylate and 37.4 g. of γ-diethylamino-butyric acid ethyl ester are reacted according to Example 4a and thus 38 g. (77% yield) of 7-[{5-(3-diethylamino-propan-1-yl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline maleinate are obtained. Melting point: 119°-121° C.

Sources & evidence

ORD record
ord-da41e0d475a34a0290fb6d2d6b2eb76e
Source dataset
uspto-grants-1986_01
Patent number
US04565817

Reaction notes

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