Cyclopropylamine → N-cyclopropyl-5-{7-isobutyl-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-carboxamide

HRID 1181727Notes

Reaction equation

HRID 1181727 reaction equation
[CH2:1]([N:5]1[C:10]2=[N:11][N:12]([CH2:23][C:24]3[C:32]4[C:27](=[CH:28][CH:29]=[C:30]([CH3:33])[CH:31]=4)[NH:26][CH:25]=3)[C:13]([C:14]3[N:18]([CH3:19])[CH:17]=[C:16]([C:20](O)=[O:21])[CH:15]=3)=[C:9]2[C:8](=[O:34])[N:7]([CH3:35])[C:6]1=[O:36])[CH:2]([CH3:4])[CH3:3].[CH:37]1([NH2:40])[CH2:39][CH2:38]1.C(P(=O)(OCC)OCC)#N>>[CH:37]1([NH:40][C:20]([C:16]2[CH:15]=[C:14]([C:13]3[N:12]([CH2:23][C:24]4[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([CH3:33])[CH:31]=5)[NH:26][CH:25]=4)[N:11]=[C:10]4[C:9]=3[C:8](=[O:34])[N:7]([CH3:35])[C:6](=[O:36])[N:5]4[CH2:1][CH:2]([CH3:4])[CH3:3])[N:18]([CH3:19])[CH:17]=2)=[O:21])[CH2:39][CH2:38]1

Participants

4

Reactant 3

HCID 69828CyclopropylamineHCID 76257Diethyl cyanophosphonateHCID 589811195-{7-isobutyl-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-carboxylic acid

Product 1

HCID 58981126N-cyclopropyl-5-{7-isobutyl-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-carboxamide

Procedure

This compound was synthesized by the reaction of 5-{7-isobutyl-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-carboxylic acid and cyclopropylamine using diethyl cyanophosphonate as a coupling reagent Mass: 528.30 (M+H).

Sources & evidence

ORD record
ord-81dae9444da5461ab8857b6d640f64b1
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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