1-Benzothiophene-3-carbaldehyde → 5-[2-(1-benzothien-3-ylmethyl)-7-isobutyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

HRID 1181705Notes

Reaction equation

HRID 1181705 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].[S:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[C:18]([CH:25]=O)=[CH:17]1.[CH:27]([C:29]1[N:33]([CH3:34])[CH:32]=[C:31]([C:35]([OH:37])=[O:36])[CH:30]=1)=O>>[S:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[C:18]([CH2:25][N:2]2[C:27]([C:29]3[N:33]([CH3:34])[CH:32]=[C:31]([C:35]([OH:37])=[O:36])[CH:30]=3)=[C:4]3[C:3]([N:8]([CH2:9][CH:10]([CH3:11])[CH3:12])[C:7](=[O:13])[N:6]([CH3:14])[C:5]3=[O:15])=[N:1]2)=[CH:17]1

Participants

4

Reactant 3

HCID 2273281-Benzothiophene-3-carbaldehydeHCID 193560846-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedioneHCID 450837795-formyl-1-methyl-1H-pyrrole-3-carboxylic acid

Product 1

HCID 589809525-[2-(1-benzothien-3-ylmethyl)-7-isobutyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

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 1-benzothiophene-3-carbaldehyde, followed by 5-formyl-1-methyl-1H-pyrrole-3-carboxylic acid. Mass: 492.09 (M+H).

Sources & evidence

ORD record
ord-dce2a47e5c35466f87ff0ca312db0d7d
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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