1-Methyl-1H-indole-3-carbaldehyde → 3-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}ethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one

HRID 912722Notes

Reaction equation

HRID 912722 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][N:11]1[C:19]2[N:18]=[CH:17][NH:16][C:15]=2[C:14](=[O:20])[NH:13][C:12]1=[S:21].[CH3:22][N:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([CH:32]=O)=[CH:24]1>>[CH3:22][N:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([CH2:32][NH:8][CH2:9][CH2:10][N:11]2[C:19]3[N:18]=[CH:17][NH:16][C:15]=3[C:14](=[O:20])[NH:13][C:12]2=[S:21])=[CH:24]1

Participants

3

Reactant 2

HCID 878941-Methyl-1H-indole-3-carbaldehydeHCID 86631144HCID 86631144, compound

Product 1

HCID 248556333-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}ethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-oneYield 197.5%

Procedure

The title compound was prepared in accordance with the general method described in Example 26(c) by using 3-(2-aminoethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate (98 mg, 0.3 mmol, obtained from Example 26(b)) and 1-methylindole-3-aldehyde (51 mg, 0.03 mmol) which yielded 0.021 g (20% yield) of the title compound.

Workup

  1. customThe title compound was prepared in accordance with the general method

Sources & evidence

ORD record
ord-7d546f1fcbf545ba9e1af0900c09139f
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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