1-Methyl-1H-pyrrole-2-carbaldehyde → 2-[(6-chloroquinolin-4-yl)methyl]-7-isobutyl-3-(1-methyl-1H-pyrrol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 1181846Notes

Reaction equation

HRID 1181846 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:23](=[CH:24][CH:25]=1)[N:22]=[CH:21][CH:20]=[C:19]2[CH:26]=O.[CH3:28][N:29]1[CH:33]=[CH:32][CH:31]=[C:30]1[CH:34]=O>>[Cl:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]=[CH:21][CH:20]=[C:19]2[CH2:26][N:2]1[C:34]([C:30]2[N:29]([CH3:28])[CH:33]=[CH:32][CH:31]=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 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 31460316-Chloroquinoline-4-carbaldehydeHCID 694280776-hydrazino-1-isobutylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 589809782-[(6-chloroquinolin-4-yl)methyl]-7-isobutyl-3-(1-methyl-1H-pyrrol-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 6-chloroquinoline-4-carbaldehyde, followed by 1-methyl-2-pyrrolecarboxaldehyde. ES M+H+=488.

Sources & evidence

ORD record
ord-4babfb575b18401481f303ee8720bfcb
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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