Nicotinoyl chloride → HCID 12018801, compound

HRID 1264097Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](Cl)=[O:8])[CH:2]=1.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:24])[CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[CH:13][CH:12]=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([C:17](=[O:24])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:16]=2)=[O:8])[CH:2]=1

Participants

Reactant 2

HCID 82604Nicotinoyl chloride

HCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 12018801HCID 12018801, compoundYield 4%

Procedure

In a manner similar to that described in Example 3, 3-pyridinecarbonyl chloride (0.066 g, 0.00039 mol) was allowed to react with 4-(4-amino-phenyl)-4-oxo-butyric acid, methyl ester (0.052 g, 0.00025 mol) (Example 1, Step (c)), and the resulting intermediate was hydrolyzed to give 0.003 g of 4-[4-((pyridin-3-yl)-carbonylamino)-phenyl]-4-oxo-butyric acid as a yellow solid; MS-(AP+) MH+299.

Sources & evidence

ORD record: ord-85a718ad4e974a5cafc65280124c133e
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541521B1

Reaction notes

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