methyl 1H-indole-4-carboxylate → 1-Isopropylcarbamoyl-1H-indole-4-carboxylic acid

HRID 2281621Notes

Reaction equation

HRID 2281621 reaction equation
[CH:1]([NH:4][C:5](=[O:16])NC1C=C(C=CN=1)C(O)=O)([CH3:3])[CH3:2].NC1C=C(C=CN=1)C(OCC)=O.[NH:29]1[C:37]2[CH:36]=[CH:35][CH:34]=[C:33]([C:38]([O:40]C)=[O:39])[C:32]=2[CH:31]=[CH:30]1>>[CH:1]([NH:4][C:5]([N:29]1[C:37]2[CH:36]=[CH:35][CH:34]=[C:33]([C:38]([OH:40])=[O:39])[C:32]=2[CH:31]=[CH:30]1)=[O:16])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 2733668methyl 1H-indole-4-carboxylateHCID 7015521Ethyl 2-aminopyridine-4-carboxylateHCID 643934662-(3-Isopropyl-ureido)-isonicotinic acid

Product 1

HCID 670868341-Isopropylcarbamoyl-1H-indole-4-carboxylic acid

Procedure

This compound is prepared analogously to Intermediate Y by replacing ethyl 2-aminoisonicotinate in step 1 with methyl indol-4-carboxylate; [M+H]+ 247

Sources & evidence

ORD record
ord-77d1c92688a6407dbe4979ef9ec8f195
Source dataset
uspto-grants-2015_09
Patent number
US09139586B2

Reaction notes

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