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Triethylamine → 1,2-Dihydro-5-methyl-2-(1-piperazinyl)-3H-imidazo[1,5-c]imidazol-3-one

HRID 1162288
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HRID 1162288 반응식
ClC1C=CC(N[C:9](OC(C2C=CC=CC=2)C(O)=O)=[O:10])=CC=1.C1C=C[C:25]2[N:30](O)[N:29]=[N:28][C:26]=2[CH:27]=1.[CH3:32][CH2:33][N:34]=C=NCCCN(C)C.C([N:45]([CH2:48][CH3:49])[CH2:46][CH3:47])C>C(#N)C>[CH3:32][C:33]1[N:28]2[C:9](=[O:10])[N:30]([N:29]3[CH2:47][CH2:46][NH:45][CH2:48][CH2:49]3)[CH2:25][C:26]2=[CH:27][N:34]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 58840902HCID 58840902, 화합물

생성물 1

HCID 231384181,2-Dihydro-5-methyl-2-(1-piperazinyl)-3H-imidazo[1,5-c]imidazol-3-one수율 98.1%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

To a solution of ((((4-chlorophenyl)amino)carbonyl)oxy)(phenyl)acetic acid (0.31 g) obtained in Example 3b) and HOBt (0.23 g) in acetonitrile (10 ml) was added WSC (0.29 g), and the reaction mixture was mixed at room temperature for 15 minutes. Then, 5-methyl-2-(1-piperazinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one (0.22 g) obtained in Reference Example 2 and triethylamine (0.30 g) were added thereto. The reaction mixture was mixed at room temperature for 15 hours, the solvent was then distilled off under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with an aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified with silica gel column (ethyl acetate to ethyl acetate/methanol=5/1). The product was washed with diisopropyl ether to obtain the title compound as colorless powder (0.19 g, 37%).

후처리

  1. additionthe reaction mixture was mixed at room temperature for 15 minutes

출처 및 근거

ORD 기록
ord-12a47056020948f58f92cacd2b1776bb
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820673B2

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