1-(6-Methoxypyridin-2-yl)ethan-1-one → 1-(3-Azidopropyl)-3-hydroxy-3-(2-(6-methoxypyridin-2-yl)-2-oxoethyl)-5-methylindolin-2-one

HRID 1523073Notes

Reaction equation

HRID 1523073 reaction equation
N1C2C(=CC=CC=2)C(C(=O)[CH2:11][C:12]2([OH:29])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:21])[CH:19]=3)[N:14]([CH2:22][CH2:23][CH2:24][N:25]=[N+:26]=[N-:27])[C:13]2=[O:28])=C1.N(CCCN1C2C(=CC(C)=CC=2)C(=O)C1=O)=[N+]=[N-].[CH3:49][O:50][C:51]1[N:56]=[C:55]([C:57](=[O:59])C)[CH:54]=[CH:53][CH:52]=1>>[N:25]([CH2:24][CH2:23][CH2:22][N:14]1[C:15]2[C:20](=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[C:12]([OH:29])([CH2:11][C:57]([C:55]2[CH:54]=[CH:53][CH:52]=[C:51]([O:50][CH3:49])[N:56]=2)=[O:59])[C:13]1=[O:28])=[N+:26]=[N-:27]

Participants

4

Reactant 3

HCID 136420861-(6-Methoxypyridin-2-yl)ethan-1-oneHCID 715407891-(3-Azidopropyl)-5-methylindoline-2,3-dioneHCID 863008283-(2-(1H-indol-3-yl)-2-oxoethyl)-1-(3-azidopropyl)-3-hydroxy-5-methylindolin-2-one

Product 1

HCID 863006831-(3-Azidopropyl)-3-hydroxy-3-(2-(6-methoxypyridin-2-yl)-2-oxoethyl)-5-methylindolin-2-one

Procedure

This compound was made in a similar manner to 3-(2-(1H-indol-3-yl)-2-oxoethyl)-1-(3-azidopropyl)-3-hydroxy-5-methylindolin-2-one using 1-(3-azidopropyl)-5-methylindoline-2,3-dione and 1-(6-methoxypyridin-2-yl)ethanone (commercially available from Fisher Scientific).

Sources & evidence

ORD record
ord-f713b2517cf54bdbb889600e6d92dad0
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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