Diethyl cyanophosphonate → 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}-N-methoxy-1-methyl-1H-pyrrole-3-carboxamide

HRID 1181708Notes

Reaction equation

HRID 1181708 reaction equation
[CH:1]1([CH2:4][N:5]2[C:10]3=[N:11][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)[C:13]([C:14]4[N:18]([CH3:19])[CH:17]=[C:16]([C:20]([OH:22])=O)[CH:15]=4)=[C:9]3[C:8](=[O:34])[N:7]([CH3:35])[C:6]2=[O:36])[CH2:3][CH2:2]1.Cl.[O:38]([NH2:40])[CH3:39].C(P(=O)(OCC)OCC)#N>>[CH:1]1([CH2:4][N:5]2[C:10]3=[N:11][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)[C:13]([C:14]4[N:18]([CH3:19])[CH:17]=[C:16]([C:20]([NH:40][O:38][CH3:39])=[O:22])[CH:15]=4)=[C:9]3[C:8](=[O:34])[N:7]([CH3:35])[C:6]2=[O:36])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 76257Diethyl cyanophosphonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 589809805-{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-carboxylic acid

Product 1

HCID 442416255-{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}-N-methoxy-1-methyl-1H-pyrrole-3-carboxamide

Procedure

This compound was synthesized by the reaction of 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-carboxylic acid and methoxylamine hydrochloride using diethyl cyanophosphonate as a coupling reagent. Mass: 516.21 (M+H).

Sources & evidence

ORD record
ord-6f242c84e7c844b389f6a0b6620204d6
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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