Benzoic acid, 3-amino-, methyl ester → HCID 26240629, compound

HRID 2190530Notes

Reaction equation

HRID 2190530 reaction equation
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[CH:5]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][N:14]=1.ClC1C=CC(C(NC2C=CC(I)=C(C)C=2)=O)=CN=1>>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:17]([C:16]2[CH:15]=[N:14][C:13]([Cl:12])=[CH:21][CH:20]=2)=[O:18])[CH:5]=1

Participants

4

Reactant 3

HCID 78274Benzoic acid, 3-amino-, methyl esterHCID 27821656-Chloronicotinoyl ChlorideHCID 593181386-chloro-N-(4-iodo-3-methyl-phenyl)-nicotinamide

Product 1

HCID 26240629HCID 26240629, compound

Procedure

3-[(6-Chloro-pyridine-3-carbonyl)-amino]-benzoic acid methyl ester was prepared from 3-amino-benzoic acid methyl ester and 6-chloronicotinoyl chloride following a procedure similar to the one described in the synthesis of 6-chloro-N-(4-iodo-3-methyl-phenyl)-nicotinamide, above. The product was isolated after precipitation out of a small volume of CH2Cl2 with hexanes. HRMS m/z calcd for C14H11N2O3Cl [M+H]+: 291.0531. Found: 291.0531.

Workup

  1. customThe product was isolated
  2. customafter precipitation out of a small volume of CH2Cl2 with hexanes

Sources & evidence

ORD record
ord-fb953f69b45944a5ad0173d74c51d97b
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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