1-Methyl-2-imidazolecarboxaldehyde → 2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-3-(1-methyl-1H-imidazol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 1181761Notes

Reaction equation

HRID 1181761 reaction equation
[NH:1]([C:3]1[N:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[C:7](=[O:13])[NH:6][C:5](=[O:14])[CH:4]=1)[NH2:2].[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH:20]=[C:19]2[CH:25]=O.[CH3:27][N:28]1[CH:32]=[CH:31][N:30]=[C:29]1[CH:33]=O>>[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH:20]=[C:19]2[CH2:25][N:2]1[C:33]([C:29]2[N:28]([CH3:27])[CH:32]=[CH:31][N:30]=2)=[C:4]2[C:3]([N:8]([CH2:9][CH:10]([CH3:11])[CH3:12])[C:7](=[O:13])[NH:6][C:5]2=[O:14])=[N:1]1

Participants

4

Reactant 3

HCID 1395751-Methyl-2-imidazolecarboxaldehydeHCID 27953745-chloro-1H-indole-3-carbaldehydeHCID 694280776-hydrazino-1-isobutylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 589809452-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-3-(1-methyl-1H-imidazol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

Procedure

This compound was made following the procedure described above, starting with 6-hydrazino-1-isobutylpyrimidine-2,4(1H,3H)-dione, and condensing first with 5-chloro-1H-indole-3-carbaldehyde, followed by 1-methyl-1H-imidazole-2-carbaldehyde. Mass: 452.18 (M+H).

Sources & evidence

ORD record
ord-9b863fb6504349d5b314a2df92b31efb
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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