5-chloro-1H-indole-3-carbaldehyde → 3-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 1181812Notes

Reaction equation

HRID 1181812 reaction equation
[NH:1]([C:3]1[N:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[C:7](=[O:13])[N:6]([CH3:14])[C:5](=[O:15])[CH:4]=1)[NH2:2].[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH:26]=O.[C:28]([C:31]1[CH:32]=[C:33]([CH:37]=O)[N:34]([CH3:36])[CH:35]=1)(=[O:30])[CH3:29]>>[C:28]([C:31]1[CH:32]=[C:33]([C:37]2[N:2]([CH2:26][C:20]3[C:19]4[C:23](=[CH:24][CH:25]=[C:17]([Cl:16])[CH:18]=4)[NH:22][CH:21]=3)[N:1]=[C:3]3[C:4]=2[C:5](=[O:15])[N:6]([CH3:14])[C:7](=[O:13])[N:8]3[CH2:9][CH:10]([CH3:11])[CH3:12])[N:34]([CH3:36])[CH:35]=1)(=[O:30])[CH3:29]

Participants

4

Reactant 3

HCID 27953745-chloro-1H-indole-3-carbaldehydeHCID 126762684-Acetyl-1-methyl-1H-pyrrole-2-carbaldehydeHCID 193560846-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 589811403-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-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-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione and condensing first with 5-chloro-1H-indole-3-carbaldehyde, followed by 4-acetyl-1-methyl-1H-pyrrole-2-carbaldehyde. 508.5 (M+H).

Sources & evidence

ORD record
ord-ea7a3d53696e4eb0b53dfc417a7d15b7
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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