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2,6-Diethylaniline → 8-Amino-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

HRID 81950
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HRID 81950 반응식
[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:16]([OH:18])=O)=[N:13][N:14]([CH3:15])[C:5]=3[C:4]=2[N:3]=1.[K].C(N(C(C)C)C(C)C)C.ON1C2C=CC=CC=2N=N1.[CH2:39]([C:41]1[CH:47]=[CH:46][CH:45]=[C:44]([CH2:48][CH3:49])[C:42]=1[NH2:43])[CH3:40]>CN(C)C=O.O>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:16]([NH:43][C:42]4[C:44]([CH2:48][CH3:49])=[CH:45][CH:46]=[CH:47][C:41]=4[CH2:39][CH3:40])=[O:18])=[N:13][N:14]([CH3:15])[C:5]=3[C:4]=2[N:3]=1
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참가 물질

7

반응물 4

HCID 113692,6-DiethylanilineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 67076100potassium 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid

생성물 1

HCID 670756638-Amino-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide수율 70%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A suspension of potassium 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid (180 mg, 0.73 mmol) in anhydrous dimethylformamide (5.0 mL) was treated with N-ethyl-N,N-diisopropylamine (0.258 mL, 1.47 mmol) and N-ethyl-N′,N′-diisopropyl carbodiimide hydrochloride (EDCI) (280 mg, 1.47 mmol) and 1-hydroxybenzotriazole (200 mg, 1.47 mmol). The mixture was then treated with 2,6-diethylaniline (0.170 mL, 1.1 mmol). The reaction was stirred at room temperature overnight. The reaction was diluted with water and the resulting precipitate was collected by filtration to afford the title compound (190 mg, 70% yield).

후처리

  1. filtrationthe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-e607a4f63824469db74a4ab864200bfa
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846701B2

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