3-(3-Bromo-4-fluorophenyl)-2-propenoic acid → (E)-8-(3-Bromo-4-fluorostyryl)-1,3-diethylxanthine

HRID 1378997Notes

Reaction equation

HRID 1378997 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].[Br:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][C:26]=1[F:27])[CH:19]=[CH:20][C:21](O)=O>>[Br:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][C:26]=1[F:27])/[CH:19]=[CH:20]/[C:21]1[NH:1][C:2]2[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 6883113-(3-Bromo-4-fluorophenyl)-2-propenoic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 22908981(E)-8-(3-Bromo-4-fluorostyryl)-1,3-diethylxanthineYield 47.2%

Procedure

Substantially the same procedure as in Reference Example 7 was repeated using 3.00 g (15.1 mmol) of 5,6-diamino-1,3-diethyluracil and 4.08 g (16.7 mmol) of 3-bromo-4-fluorocinnamic acid. The resulting crude crystals were recrystallized from dioxane to give 2.90 g (yield 47%) of Compound k as a pale yellow powder.

Workup

  1. customThe resulting crude crystals were recrystallized from dioxane

Sources & evidence

ORD record
ord-63a9a8f3d9604b2697b888528fb0003a
Source dataset
uspto-grants-1997_09
Patent number
US05670498

Reaction notes

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