Methyl 6-aminonicotinate → 6-(3-Isopropylureido)nicotinic acid

HRID 1665164Notes

Reaction equation

HRID 1665164 reaction equation
[CH:1]([NH:4][C:5](=[O:16])[NH:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][N:15]=1)C(O)=O)([CH3:3])[CH3:2].NC1C=C(C=CN=1)[C:21]([O:23]CC)=[O:22].NC1C=CC(C(OC)=O)=CN=1>>[CH:1]([NH:4][C:5](=[O:16])[NH:6][C:7]1[CH:8]=[CH:9][C:13]([C:21]([OH:23])=[O:22])=[CH:14][N:15]=1)([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 737487Methyl 6-aminonicotinateHCID 7015521Ethyl 2-aminopyridine-4-carboxylateHCID 643934662-(3-Isopropyl-ureido)-isonicotinic acid

Product 1

HCID 613190036-(3-Isopropylureido)nicotinic acid

Procedure

This compound is prepared analogously to Intermediate Y by replacing ethyl 2-aminoisonicotinate in step 1 with methyl 6-aminonicotinate; [M+H]+ 224.

Sources & evidence

ORD record
ord-cb064c8d02884ce9b699ce9388f1ec47
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

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