3-(Trifluoromethyl)benzylamine → 2-(Methylamino)-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide

HRID 1961449Notes

Reaction equation

HRID 1961449 reaction equation
[CH3:1][NH:2][C:3]1[C:12]([C:13]([OH:15])=O)=[CH:11][C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[F:16][C:17]([F:27])([F:26])[C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH2:21][NH2:22]>>[CH3:1][NH:2][C:3]1[C:12]([C:13]([NH:22][CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[C:18]([C:17]([F:16])([F:26])[F:27])[CH:19]=2)=[O:15])=[CH:11][C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

3

Reactant 2

HCID 759623-(Trifluoromethyl)benzylamineHCID 666337022-(Methylamino)-1,8-naphthyridine-3-carboxylic acid

Product 1

HCID 469083912-(Methylamino)-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamideYield 69%

Procedure

2-(Methylamino)-1,8-naphthyridine-3-carboxylic acid was coupled to 3-(trifluoromethyl)benzylamine using the general amide coupling procedure. The crude product was purified by flash chromatography, CH2Cl2/MeOH 95:5, yielding 62.4 mg (69%) of the title compound.

Workup

  1. customThe crude product was purified by flash chromatography, CH2Cl2/MeOH 95:5

Sources & evidence

ORD record
ord-3906efd1f80e4c1587d03ac548efe901
Source dataset
uspto-grants-2013_04
Patent number
US08415333B2

Reaction notes

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