ChemicalBook CAS DataBase List USP7-IN-1

USP7-IN-1 synthesis

4synthesis methods

Product Name:USP7-IN-1
CAS Number:1381291-36-6
Molecular formula:C23H24ClN3O3
Molecular Weight:425.91

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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501-52-0
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1381291-36-6
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Yield: 80%

Reaction Conditions:

Stage #1:tert-butyl 4-[(7-chloro-4-oxo-3,4-dihydroquinazolin-3-yl)methyl]-4-hydroxypiperidine-1-carboxylate with trifluoroacetic acid at 20; for 4 h;
Stage #2:3-Phenylpropionic acid with triethylamine;N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate in N,N-dimethyl-formamide at 20; for 5 h;

Steps:

1.3 (3) Synthesis of compound I-1:
Compound 5 (2.0g, 5.08mmol, 1.0eqv) was dissolved in 6mL trifluoroacetic acid, stir at room temperature for 4 hours,After the reaction,Distill off trifluoroacetic acid under reduced pressure, add 10mL DMF,Then join in order3-phenylpropionic acid (1.144g, 7.62mmol, 1.5eqv),Triethylamine (1.028g, 10.16mmol, 2.0eqv), HATU (3.863g, 10.16mmol, 2.0eqv),After the addition, stir at room temperature for 5 hours;Add 50mL water, extract with ethyl acetate,Wash with saturated brine, dry with anhydrous magnesium sulfate,Filter and concentrate to get crude product,Add 5mL ethyl acetate, let stand overnight, filter,The filtrate is concentrated,Column chromatography (PE:EA=2:1, then PE:EA=1:2) to obtain compound 1-1 (1.731 g, colorless oil, yield 80%).

References:

Zhengzhou University;Liu Hongmin;Li Peng;Wang Zhiru;Zheng Yichao;Liu Ying CN112047933, 2020, A Location in patent:Paragraph 0018; 0044-0045; 0048-0049

89-77-0 Synthesis

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1381291-36-6
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References

31374-18-2 Synthesis

31374-18-2
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1381291-36-6
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References

1000210-73-0
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1381291-36-6
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References