2-Bromo-4,5-dimethoxycinnamic acid → 151539-51-4

HRID 375336Notes

Reaction equation

HRID 375336 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[NH2:8].[Br:17][C:18]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[CH:25][C:19]=1[CH:20]=[CH:21][C:22](O)=O>>[Br:17][C:18]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[CH:25][C:19]=1/[CH:20]=[CH:21]/[C:22]1[NH:1][C:2]2[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 2858492-Bromo-4,5-dimethoxycinnamic acidHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 6448803151539-51-4Yield 56.3%

Procedure

Substantially the same procedure as in Reference Example 1 was repeated using 2.0 g (8.85 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.80 g (9.75 mmol) of 2-bromo-4,5-dimethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane to give 2.38 g (yield 56%) of Compound 57 as pale yellow needles.

Workup

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

Sources & evidence

ORD record
ord-328e1eed0e1f4555a59212508b04307a
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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