Triethylamine → 3(R,S)-Phenyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one

HRID 21537

반응식

HRID 21537 반응식
C(N(CC)CC)C.CO[C:10]([C@@H:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11].Cl[C:21]1[C:26]([N+:27]([O-])=O)=[CH:25][CH:24]=[CH:23][N:22]=1>CCCCCCC.CC(C)=O.C(OC)(C)(C)C>[C:13]1([CH:12]2[NH:19][C:21]3[C:26](=[CH:25][CH:24]=[CH:23][N:22]=3)[NH:27][C:10]2=[O:11])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 796132-Chloro-3-nitropyridineHCID 1201451Methyl phenylglycinate, L-

생성물 1

HCID 122384233(R,S)-Phenyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one

시약·촉매·용매 1

HCID 131719020n-Heptane acetone methyl t-butyl ether용매

실험 절차

In analogy to Example 2, but using only one mole equivalent of triethylamine, 4.45 g (27 mmol) of D/L-phenylglycine methyl ester were reacted with 3.51 g (22 mmol) of 2-chloro-3-nitropyridine. Working up and column chromatography (n-heptane/acetone/methyl t-butyl ether=5:1:1) resulted in 3.27 g (42%) of N-(3-nitro-2-pyridyl)-(D/L)-phenylglycine methyl ester of melting point 70° C.

출처 및 근거

ORD 기록
ord-f34fac4c8ee24d50b5e8661561835b8e
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424311

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