Реакция #42128

Уравнение реакции

product

Methyl 4-(acetylamino)-6(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

dimethylamine hydrochloride

Al(CH3)3

→

4-(acetylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-N,N,1-trimethyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Растворители

toluene

toluene

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe reaction stirred for 3.5 hours at 50° C.
2. 2
   Другоеwas quenched with aqueous 1 M HCl
3. 3
   workup.ADDITIONThe reaction was diluted with EtOAc
4. 4
   Промывкаwashed with aqueous 1 M HCl
5. 5
   СушкаThe solution was dried (Na2SO4)
6. 6
   Концентрированиеconcentrated
7. 7
   ДругоеThe concentrated residue was purified by preparative TLC on silica gel
8. 8
   Промывкаeluted with 6% methanol in CH2Cl2 affording the title compound

Методика

To dimethylamine hydrochloride (26.1 mg) in toluene (2 mL) was added Al(CH3)3 (0.16 mL) at 0° C. The reaction stirred for about 30 minutes before adding the product of EXAMPLE 91 (85 mg) in toluene (1 mL). The reaction stirred for 3.5 hours at 50° C. and was quenched with aqueous 1 M HCl. The reaction was diluted with EtOAc washed with aqueous 1 M HCl. The solution was dried (Na2SO4) and concentrated. The concentrated residue was purified by preparative TLC on silica gel eluted with 6% methanol in CH2Cl2 affording the title compound. HPLC/MS: 543.0 (M+1), 545.0 (M+3); Rt=3.51 min.

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