5-Methylindole-3-carboxaldehyde → 5-{7-(cyclopropylmethyl)-5-methyl-2-[(5-methyl-1H-indol-3-yl)methyl]-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl}-1-methyl-1H-pyrrole-3-carbonitrile

HRID 1181742Notes

Reaction equation

HRID 1181742 reaction equation
[CH:1]1([CH2:4][N:5]2[C:10]([NH:11][NH2:12])=[CH:9][C:8](=[O:13])[N:7]([CH3:14])[C:6]2=[O:15])[CH2:3][CH2:2]1.[CH3:16][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.[CH:28]([C:30]1[N:34]([CH3:35])[CH:33]=[C:32]([C:36]#[N:37])[CH:31]=1)=O>>[CH:1]1([CH2:4][N:5]2[C:10]3=[N:11][N:12]([CH2:26][C:20]4[C:19]5[C:23](=[CH:24][CH:25]=[C:17]([CH3:16])[CH:18]=5)[NH:22][CH:21]=4)[C:28]([C:30]4[N:34]([CH3:35])[CH:33]=[C:32]([C:36]#[N:37])[CH:31]=4)=[C:9]3[C:8](=[O:13])[N:7]([CH3:14])[C:6]2=[O:15])[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 2591875-Methylindole-3-carboxaldehydeHCID 12730477HCID 12730477, compoundHCID 694271711-(cyclopropylmethyl)-6-hydrazino-3-methylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 589809965-{7-(cyclopropylmethyl)-5-methyl-2-[(5-methyl-1H-indol-3-yl)methyl]-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl}-1-methyl-1H-pyrrole-3-carbonitrile

Procedure

This compound was made following the procedure described above, starting with 1-(cyclopropylmethyl)-6-hydrazino-3-methylpyrimidine-2,4(1H,3H)-dione, and condensing first with 5-methyl-1H-indole-3-carbaldehyde, followed by 5-formyl-1-methyl-1H-pyrrole-3-carbonitrile. Mass: 468.26 (M+H).

Sources & evidence

ORD record
ord-2ceec1cb2534448b9e3ee907c2691dfd
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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