Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → 1-methyl-N-(4-{[4-(methylamino)-3-nitrophenyl]oxy}pyridin-2-yl)piperidine-4-carboxamide

To a mixture of 1-methylpiperidine-4-carboxylic acid (1 eq) in N,N-dimethyl formamide and N,N-disopropylethylamine (4 eq) was added BOP (2 eq) and the mixture was stirred at ambient temperature until homogeneous. To it was added [4-(2-amino(4-pyridyloxy))-2-nitrophenyl]methylamine (1 eq) and the resulting mixture was stirred at 60° C. for 16 h. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate and the resulting 1-methyl-N-(4-{[4-(methylamino)-3-nitrophenyl]oxy}pyridin-2-yl)piperidine-4-carboxamide was purified by silica gel chromatography. MS: MH+=386.2.

1. stirringthe resulting mixture was stirred at 60° C. for 16 h
2. concentrationThe reaction mixture was then concentrated
3. custompartitioned between ethyl acetate and water
4. dry with materialThe organic layer was dried over sodium sulfate
5. customthe resulting 1-methyl-N-(4-{[4-(methylamino)-3-nitrophenyl]oxy}pyridin-2-yl)piperidine-4-carboxamide was purified by silica gel chromatography

ORD 기록

ord-e2dd8a0e441441d0b5cf868f4118c601

출처 데이터셋

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08415382B2