Barbituric Acid → HCID 45381877, compound

HRID 245554Notes

Reaction equation

HRID 245554 reaction equation
[NH:1]1[C:8](=[O:9])[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].[F:10][CH:11]([F:36])[CH2:12][NH:13][C:14]([C:16]1[C:20]2[CH:21]=[C:22]([CH:34]=O)[C:23]([N:26]3[CH2:31][C@H:30]([CH3:32])[O:29][C@H:28]([CH3:33])[CH2:27]3)=[C:24]([F:25])[C:19]=2[O:18][N:17]=1)=[O:15]>>[F:36][CH:11]([F:10])[CH2:12][NH:13][C:14]([C:16]1[C:20]2[CH:21]=[C:22]3[C:23](=[C:24]([F:25])[C:19]=2[O:18][N:17]=1)[N:26]1[CH2:31][C@@H:30]([CH3:32])[O:29][C@@H:28]([CH3:33])[C@@H:27]1[C:7]1([C:5](=[O:6])[NH:4][C:2](=[O:3])[NH:1][C:8]1=[O:9])[CH2:34]3)=[O:15]

Participants

3

Reactant 2

HCID 6211Barbituric AcidHCID 87369354HCID 87369354, compound

Product 1

HCID 45381877HCID 45381877, compound

Procedure

Starting material: Barbituric acid and N-(2,2-difluoroethyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-formylbenzo[d]isoxazole-3-carboxamide were reacted (Intermediate 467) using a method similar to the one described for the synthesis of Example 134. The product was purified by reverse phase HPLC using a gradient of CH3CN in water with 0.1% TFA.

Workup

  1. customdescribed for the synthesis of Example 134
  2. customThe product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-f5cf90ba77f94b7b8532fc51d78a3f09
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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