HCID 66633913, compound → 4-Chloro-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide

HRID 1961468Notes

Reaction equation

HRID 1961468 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10](=O)[C:11]=1[C:12]([NH:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[O:13])=[CH:8][CH:7]=[CH:6][N:5]=2.[Cl:27]C1C2C(=NC=CC=2)N=C(C)C=1C(OCC)=O>>[Cl:27][C:10]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([CH3:1])[C:11]=1[C:12]([NH:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[O:13]

Participants

3

Reactant 2

HCID 66633913HCID 66633913, compoundHCID 66745469HCID 66745469, compound

Product 1

HCID 667460894-Chloro-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamideYield 59%

Procedure

This substance was synthesized from 2-Methyl-4-oxo-N-(3-(trifluoromethyl)benzyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide (130.0 mg, 0.36 mmol) following the same procedure used for ethyl 4-chloro-2-methyl-1,8-naphthyridine-3-carboxylate. Purification was done by flash chromatography (EtOAc/MeOH 100:0→96:4) giving 80.0 mg (59%) of the title compound.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-c37dfe6cb80444d79bef53037c2fcd46
Source dataset
uspto-grants-2013_04
Patent number
US08415333B2

Reaction notes

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