36887-98-6|1,2,3,4-Tetrahydroquinolin-5-amine| Ambeed

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Quality Control of [ 36887-98-6 ] Purity: 98% SDS Specification

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Product Details of [ 36887-98-6 ]

CAS No. :	36887-98-6
Formula :	C₉H₁₂N₂
M.W :	148.21
SMILES Code :	NC1=CC=CC2=C1CCCN2
MDL No. :	MFCD08234589
InChI Key :	WOHCILOGDCVXRE-UHFFFAOYSA-N
Pubchem ID :	20633072

Safety of [ 36887-98-6 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 36887-98-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 36887-98-6 ]

[ 36887-98-6 ] Synthesis Path-Downstream 1~35

1
[ 607-34-1 ]
[ 36887-98-6 ]

Yield	Reaction Conditions	Operation in experiment
76%	With tetrahydroxydiboron; water; at 80℃; for 8h;	General procedure: Nitro aromatic (1.0 mmol), B2(OH)4 (5.0 equiv, 5.0 mmol), and H2O (3.0 mL) were added in a10 mL tube. The reaction mixture was stirred at 80 C for 8 h. When the reaction was completemonitored by TLC, the mixture was cooled to room temperature, extracted with ethyl acetate (3 ×20 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered, andconcentrated under reduced pressure. The residue was purified by silica gel columnchromatography.

References: [1]Organic Process Research and Development,2021,vol. 25,p. 2100 - 2109.
[2]Tetrahedron Letters,1987,vol. 28,p. 77 - 80.
[3]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 2968 - 2976.
[4]Synlett,2018,vol. 29,p. 1765 - 1768.
[5]Chemical and Pharmaceutical Bulletin,1981,vol. 29,p. 651 - 656.
[6]Archiv der Pharmazie,2021,vol. 354.

2
[ 611-10-9 ]
[ 36887-98-6 ]
[ 77738-79-5 ]
[ 77738-78-4 ]

References: [1]Chemical and Pharmaceutical Bulletin,1981,vol. 29,p. 651 - 656.

3
[ 77738-77-3 ]
[ 36887-98-6 ]
[ 77738-78-4 ]

References: [1]Chemical and Pharmaceutical Bulletin,1981,vol. 29,p. 651 - 656.

4
[ 611-34-7 ]
[ 36887-98-6 ]

Yield	Reaction Conditions	Operation in experiment
84%		General procedure: In a 1.5 mL reaction vial, B(C6F5)3 (0.025 mmol, 5.0 mol %) was dissolved in chloroform (0.60 mL), towhich diethylsilane (1.75 mmol, 3.5 equiv) was added. After shaking briefly, quinolines (1a-p, 0.50 mmol, 1.0equiv) was subsequently added to the above catalyst solution under argon atmosphere. The reaction mixturewas stirred at 25-65 oC for 6-24 h for the reaction of 1a-h, and at 25-100 oC for 2-24 h for the reaction of 1i-p,then allowed to cool down to room temperature and concentrated under reduced pressure to give the crudeproduct. This reaction mixture was then treated with 0.25 N HCl ethereal solution (7 mL) and stirred at roomtemperature for 1 h to give the solid residue, which was subsequently washed with ether. The solid residue wasthen dissolved or suspended in MeOH (1.0 mL) and neutralized with Na2CO3·H2O (0.5 g) at 0 oC. After stirringfor 2 h, MeOH was removed under reduced pressure, and the neutralized reaction residue was dissolved inCH2Cl2 and washed with brine (5 mL) and water (5 mL). The crude product was then obtained from the organicphase of CH2Cl2 solution and finally purified by column chromatography on silica gel to give 2a-h(EtOAc/Hexane = 1/9) and 2i-p (EtOAc/Hexane = 3/7).

References: [1]Synlett,2017,vol. 28,p. 2396 - 2400.
[2]Organic and biomolecular chemistry,2020,vol. 18,p. 1214 - 1220.
[3]Chinese Journal of Chemistry,2021,vol. 39,p. 2504 - 2508.

5
[ 16234-14-3 ]
[ 36887-98-6 ]
C₁₅H₁₃ClN₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
16.1%	With trifluoroacetic acid; In iso-butanol; at 100℃; for 15h;Inert atmosphere;	2,4-Dichlorothieno[3,2-d]pyrimidine (2 g, 9.81 mmol),2-butanol (20mL),Trifluoroacetic acid (1.12 g, 9.81 mmol),<strong>[36887-98-6]1,2,3,4-tetrahydroquinolin-5-amine</strong> (1.45 g, 9.81 mmol) was added to the reaction flask in that order.The reaction was stirred at 100 C for 15 hours under argon protection.After the reaction,Cool down to room temperature,Diluted with dichloromethane (150 mL).Then use 0.5% sodium bicarbonate solution (100mL),Wash with 5% saline (3 x 100 mL).Divided into organic layers,Dry with anhydrous sodium sulfate,filter,The filtrate was concentrated under reduced pressure.The residue is purified by preparative liquid phase (eluent: 0%-100% acetonitrile: aqueous).Obtaining 0.5 g of the title product as a light yellow solid.Yield: 16.1%.

References: [1]Patent: CN109206435,2019,A .Location in patent: Paragraph 0280; 0282; 0283; 0284.

6
[ 36887-98-6 ]
C₂₉H₃₁N₇OS [ No CAS ]

References: [1]Patent: CN109206435,2019,A .

7
[ 36887-98-6 ]
C₁₈H₁₅ClN₄OS [ No CAS ]

References: [1]Patent: CN109206435,2019,A .

8
[ 496-41-3 ]
[ 36887-98-6 ]
C₁₈H₁₆N₂O₂ [ No CAS ]