HCID 1089182, compound → HCID 24855111, compound

HRID 912725Notes

Reaction equation

HRID 912725 reaction equation
[NH2:1][CH:2]([CH3:15])[CH2:3][N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=[O:13])[NH:6][C:5]1=[S:14].[CH3:16][O:17][C:18]1[CH:33]=[CH:32][CH:31]=[CH:30][C:19]=1[O:20][CH2:21][CH2:22][N:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[CH:28]=O>>[CH3:16][O:17][C:18]1[CH:33]=[CH:32][CH:31]=[CH:30][C:19]=1[O:20][CH2:21][CH2:22][N:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[CH2:28][NH:1][CH:2]([CH3:15])[CH2:3][N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=[O:13])[NH:6][C:5]1=[S:14]

Participants

3

Reactant 2

HCID 1089182HCID 1089182, compoundHCID 24855635HCID 24855635, compound

Product 1

HCID 24855111HCID 24855111, compoundYield 29%

Procedure

The title compound was prepared in accordance with the general method described above using 3-(2-aminopropyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one (0.18 g, 0.54 mmol, obtained from Example 29(c)) and 1-[2-(2-methoxyphenoxy)ethyl]-1H-pyrrole-2-carbaldehyde (125.8 mg; 0.513 mmol), which after preparative HPLC generated 0.17 g of the product. Further purification was accomplished with a portion of this material (0.76 g) by trituration with water, which after drying in vacuo, generated 30.0 mg (29% yield) of the title compound.

Workup

  1. customThe title compound was prepared in accordance with the general method
  2. customFurther purification
  3. customafter drying in vacuo

Sources & evidence

ORD record
ord-2ff25cc4809b4c9eaa0a449b24c87ad2
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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