5-ethyl-1H-indole-3-carbaldehyde → methyl 5-{7-(cyclopropylmethyl)-2-[(5-ethyl-1H-indol-3-yl)methyl]-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl)-1-methyl-1H-pyrrole-3-carboxylate

HRID 1181699Notes

Reaction equation

HRID 1181699 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.[CH2:16]([C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[C:21]2[CH:27]=O)[CH3:17].[CH:29]([C:31]1[N:35]([CH3:36])[CH:34]=[C:33]([C:37]([O:39][CH3:40])=[O:38])[CH:32]=1)=O>>[CH:1]1([CH2:4][N:5]2[C:10]3=[N:11][N:12]([CH2:27][C:21]4[C:20]5[C:24](=[CH:25][CH:26]=[C:18]([CH2:16][CH3:17])[CH:19]=5)[NH:23][CH:22]=4)[C:29]([C:31]4[N:35]([CH3:36])[CH:34]=[C:33]([C:37]([O:39][CH3:40])=[O:38])[CH:32]=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 123992115-ethyl-1H-indole-3-carbaldehydeHCID 14173855methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylateHCID 694271711-(cyclopropylmethyl)-6-hydrazino-3-methylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 58980912methyl 5-{7-(cyclopropylmethyl)-2-[(5-ethyl-1H-indol-3-yl)methyl]-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl)-1-methyl-1H-pyrrole-3-carboxylate

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-ethyl-1H-indole-3-carbaldehyde, followed by methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate. Mass: 515.25 (M+H).

Sources & evidence

ORD record
ord-a0017ff5494d4e068038118b245f39b1
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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