5,6-Diamino-1,3-diethyluracil → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethenyl)-,(E)-

HRID 1077486

Reaction equation

HRID 1077486 reaction equation
[NH2:1][C:2]1[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=1[NH2:8].[O:15]1[C:20]2[CH:21]=[CH:22][C:23]([CH:25]=[CH:26][C:27](O)=O)=[CH:24][C:19]=2[O:18][CH2:17][CH2:16]1>>[O:15]1[C:20]2[CH:21]=[CH:22][C:23](/[CH:25]=[CH:26]/[C:27]3[NH:1][C:2]4[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=4[N:8]=3)=[CH:24][C:19]=2[O:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 45721335,6-Diamino-1,3-diethyluracilHCID 46440313-(2,3-Dihydro-1,4-benzodioxin-6-yl)acrylic acid

Product 1

HCID 64489751H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethenyl)-,(E)-Yield 51%

Procedure

Substantially the same procedure as in Reference Example 70 was repeated using 2.85 g (14.4 mmol) of 5,6-diamino-1,3-diethyluracil and 2.70 g (13.1 mmol) of 3-(1,4-benzodioxan-6-yl)acrylic acid. Then, the resultant crude crystals were recrystallized from dioxane/water to give 2.45 g (yield 51%) of Compound 89 as a pale yellow powder.

Workup

  1. customThen, the resultant crude crystals were recrystallized from dioxane/water

Sources & evidence

ORD record
ord-57b0f01608114b75a4d9e8abba5856d0
Source dataset
uspto-grants-1996_08
Patent number
US05543415

Linked notes

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