2-Dimethylaminopyridine → N-Propyl-6-(N-[5-bromo-2-propoxybenzyl]-N-ethylamino)pyridazine-3-carboxamide

HRID 840292노트

반응식

HRID 840292 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][CH2:23][CH3:24])=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([OH:19])=O)=[CH:13][CH:12]=1)[CH2:9][CH3:10].C[N:26]([C:28]1[CH:33]=[CH:32]C=CN=1)C.C(S(N)(=O)=O)CC.CO.ClCCl>ClCCl.CN(C1C=CN=CC=1)C>[CH2:28]([NH:26][C:17]([C:14]1[N:15]=[N:16][C:11]([N:8]([CH2:7][C:6]2[CH:20]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=2[O:21][CH2:22][CH2:23][CH3:24])[CH2:9][CH3:10])=[CH:12][CH:13]=1)=[O:19])[CH2:33][CH3:32]

참가 물질

7

반응물 4

HCID 218852-DimethylaminopyridineHCID 3401849Propane-1-sulphonamideHCID 21226129Dichloromethane methanol2회HCID 22622530HCID 22622530, 화합물

생성물 1

HCID 22622553N-Propyl-6-(N-[5-bromo-2-propoxybenzyl]-N-ethylamino)pyridazine-3-carboxamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

6-(N-[5-Bromo-2-propoxybenzyl]-N-ethylamino)pyridazine-3-carboxylic acid (example 18)-(500 mg, 1.27 mmol) was dissolved in dichloromethane (50 ml), 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (EDAC),(365mg, 2.07 mmol), dimethylaminopyridine, (DMAP) (465 mg, 3.81 mmol) and propanesulfonamide (190 mg, 1.54 mmol) was added. The mixture was stirred at ambient temperature under argon overnight, after which TLC (5% methanol/dichloromethane) suggested the reaction was complete. The reaction mixture was loaded directly onto a MPLC column (silica) and the title compound obtained by elution 5% methanol/dichloromethane as a foam (380 mg, 60%).

출처 및 근거

ORD 기록
ord-e3b86b755f31424596218593e2369837
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06365603B1

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