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Chemical Structure| 5760-20-3 Chemical Structure| 5760-20-3

Structure of 1-quinolin-2-ylmethanamine
CAS No.: 5760-20-3

Chemical Structure| 5760-20-3

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Product Details of [ 5760-20-3 ]

CAS No. :5760-20-3
Formula : C10H10N2
M.W : 158.20
SMILES Code : C1=C2C(=NC(=C1)CN)C=CC=C2
MDL No. :MFCD09261030
InChI Key :HGHPGHVNTQSTNM-UHFFFAOYSA-N
Pubchem ID :3014378

Safety of [ 5760-20-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 5760-20-3 ]

* 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 [ 5760-20-3 ]

[ 5760-20-3 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 5470-96-2 ]
  • [ 5760-20-3 ]
  • [ 108619-94-9 ]
  • 2
  • [ 1436-43-7 ]
  • [ 5760-20-3 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide;palladium; In water; acetic acid; a. Imidazo[1,5-a]quinoline A solution of 7.7 g. of 2-cyanoquinoline in 100 ml. of acetic acid is treated with 500 mg. of 5% palladium-on-carbon, and the resulting mixture shaken in a hydrogen atmosphere at room temperature at an initial pressure of 50 psi. When the theoretical amount of hydrogen had been taken up, the catalyst is filtered and the filtrate concentrated in vacuo to a brown oil. Water is added to the residue and rendered basic by the addition of 1N aqueous sodium hydroxide. The product, 2-aminomethylquinoline, is extracted into benzene. The benzene extracts are combined, dried and concentrated to an oil, which is used without further purification.
  • 3
  • [ 5760-20-3 ]
  • 5-bromo-2-hydroxy-benzaldehyde-[2]quinolylmethylimine [ No CAS ]
  • 4
  • [ 126921-73-1 ]
  • [ 5760-20-3 ]
  • 5
  • [ 5760-20-3 ]
  • 2-[1-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propyl]-[1,3]dithiolane-2-carboxylic acid ethyl ester [ No CAS ]
  • {(S)-3-Methyl-1-[1-(quinolin-2-ylmethyl)-aminooxalyl]-propylcarbamoyl}-butyl)-carbamic acid benzyl ester [ No CAS ]
  • 6
  • [ 5760-20-3 ]
  • 2-[1-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-phenyl-ethyl]-[1,3]dithiolane-2-carboxylic acid ethyl ester [ No CAS ]
  • ((S)-1-{1-Benzyl-2-oxo-2-[(quinolin-2-ylmethyl)-carbamoyl]-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester [ No CAS ]
  • 7
  • [ 5760-20-3 ]
  • [ 98-68-0 ]
  • 4-Methoxy-N-quinolin-2-ylmethyl-benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
21% General procedure: In an autoclave, 3.40 g of 6-cyano-3,4-dimethylpyridine (25.7 mmol), 0.15 g of Pd/C (water-content=50%), 200 mL methanol and 3.0 mL concentrated hydrochloric acid are placed, stirred at room temperature for 3 hours while pressurizing with hydrogen to 3 atm. The reaction solution was filtered through Celite and the filtrate was concentrated to dryness. This was washed with methanol to give 2.41 g of 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2PICA) hydrochloride (93% yield). This 2-aminomethyl-3,4-dimethylpyridine hydrochloride was treated with an aqueous solution of potassium carbonate to give 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2PICA) quantitatively.
With hydrogenchloride; palladium on activated charcoal; hydrogen; In methanol; water; at 20℃; under 2280.15 Torr; for 3h;Autoclave; General procedure: In an autoclave, 3.40 g (25.7 mmol) of 6-cyano-3,4-dimethylpyridine, 0.15 g of Pd / C (50% hydrous), 200 mL of methanol and 3.0 mL of concentrated hydrochloric acid are added.The hydrogen was stirred at room temperature under pressure of 3 atm for 3 hours.The reaction solution was filtered through celite, and the filtrate was concentrated to dryness.This was washed with methanol to give 2.41 g (93% yield) of 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2 PICA) hydrochloride.This (2-aminomethyl-3,4-dimethylpyridine hydrochloride was treated with aqueous potassium carbonate solution to quantitatively obtain 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2PICA).
  • 10
  • [ 1436-43-7 ]
  • chromium (II)-acetate [ No CAS ]
  • [ 5760-20-3 ]
  • 11
  • [ 5760-20-3 ]
  • [ 232946-83-7 ]
  • 4-N-(quinolin-2-ylmethyl)-2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)cytidine [ No CAS ]
  • 12
  • [ 1613-37-2 ]
  • [ 5760-20-3 ]
  • 13
  • [ 5760-20-3 ]
  • [ 161315-29-3 ]
  • 14
  • [ 5760-20-3 ]
  • N-hydroxy-2-[[4-methoxybenzenesulfonyl](2-quinolinylmethyl)amino]acetamide [ No CAS ]
  • 18
  • [ 5760-20-3 ]
  • trifluoromethanesulfonic acid 6-amino-3-cyano-2-furan-2-yl-pyridin-4-yl ester [ No CAS ]
  • 6-amino-2-furan-2-yl-4-[(quinolin-2-yl-methyl)-amino]-nicotinonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,2-dimethoxyethane; 6-Amino-2-furan-2-yl-4-[(quinolin-2-ylmethyl)-amino]-nicotinonitrile From trifluoromethanesulfonic acid 6-amino-3-cyano-2-furan-2-yl-pyridin-4-yl ester and <strong>[5760-20-3]2-(aminomethyl)quinoline</strong> in DME. ES-MS m/e (%): 342 (M+H+, 100).
  • 19
  • [ 1436-43-7 ]
  • aqueous hydroxide [ No CAS ]
  • [ 5760-20-3 ]
YieldReaction ConditionsOperation in experiment
palladium; In water; acetic acid; a. Imidazo[1,5-a]quinoline A solution of 7.7 g. of 2-cyanoquinoline in 100 ml. of acetic acid is treated with 500 mg. of 5% palladium-on-carbon, and the resulting mixture shaken in a hydrogen atmosphere at room temperature at an initial pressure of 50 psi. When the theoretical amount of hydrogen had been taken up, the catalyst is filtered and the filtrate concentrated in vacuo to a brown oil. Water is added to the residue and rendered basic by the addition of 1N aqueous hydroxide. The product, 2-aminomethylquinoline, is extracted into benzene. The benzene extracts are combined, dried and concentrated to an oil, which is used without further purification.
  • 20
  • [ 5760-20-3 ]
  • [ 63111-81-9 ]
YieldReaction ConditionsOperation in experiment
With formic acid; Following the procedure of Preparation AIII-a, 7.92 g. of <strong>[5760-20-3]2-aminomethylquinoline</strong> is formylated with 50 ml. of 97% formic acid to give 5.97 g. of 2-formamidomethylquinoline, m.p. 108-114 C.
With formic acid; Following the procedure of Preparation AIII-a, 7.92 g. of <strong>[5760-20-3]2-aminomethylquinoline</strong> is formylated with 50 ml. of 97% formic acid to give 5/97 g. of 2-formamidomethylquinoline, m.p. 108-114 C.
YieldReaction ConditionsOperation in experiment
88% EXAMPLE 9 Reduction of 2-Cyanoquinoline Using the method of Example 1 gave an 88% yield of 2-quinolinemethanamine by spectroscopic analysis at 4F/mole. Increasing charge passed decreased the yield.
  • 22
  • [ 5760-20-3 ]
  • [ 50-00-0 ]
  • [ 124206-63-9 ]
  • [ 1046862-20-7 ]
  • 23
  • [ 5760-20-3 ]
  • [ 50-00-0 ]
  • [ 103098-18-6 ]
  • [ 1046862-22-9 ]
  • 25
  • [ 5760-20-3 ]
  • [ 97873-49-9 ]
  • [ 1133256-98-0 ]
  • 26
  • [ 5760-20-3 ]
  • [ 113210-88-1 ]
  • [ 1133256-97-9 ]
  • 27
  • [ 5760-20-3 ]
  • [ 474832-56-9 ]
  • [ 1133256-99-1 ]
  • 29
  • [ 5760-20-3 ]
  • [ 7732-18-5 ]
  • [ 6046-93-1 ]
  • [ 1228348-62-6 ]
  • 30
  • [ 5760-20-3 ]
  • [ 1195501-55-3 ]
  • 31
  • [ 5760-20-3 ]
  • [ 181948-88-9 ]
  • 2-{4-[(quinolin-2-ylmethyl)amino]butyl}tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione [ No CAS ]
  • 32
  • [ 5760-20-3 ]
  • C32H42N4O8S [ No CAS ]
  • C40H45N5O8S [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% With triethylamine; In ethanol; at 20℃; for 22h; General procedure: To a solution of [(1S,2R)-3-[[[3-[(dimethylamino)methylene]-2,3-dihydro-2-oxo-1H- indol-5-yl]sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-carbamic acid, (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester 8 (32 mg, 0.050 mmol) in absolute ethanol (1 ml) was added neopentylamine (29 mul, 0.25 mmol). The resulting solution was stirred 22 h and then concentrated in vacuo. The residue was purified on a preparative TLC plate (20 x 20 cm, 500 mum) using 8:2 EtOAc/hexane as eluant to provide [1-benzyl-3-({3-[(2,2-dimethyl-propylamino)-methylene]-2-oxo- 2,3-dihydro- 1H-indole-5-sulfonyl}-isobutyl-amino)-2-hydroxy-propyl]-carbamic acid hexahydro- furo[2,3-b]furan-3-yl ester 9n (24 mg, 70%). MS m/z 685.3 (MH)+, 1H NMR (CDCl3) 9.15 (m, 1H), 8.70 (s, 1H), 7.66 (s, 1H), 7.61 (d, J = 13.2, 1H),7.43 (dd, J = 8.4, 2.0, 1H), 7.24 (m, 5H), 7.00 (d, J = 8.0, 1H), 5.64 (d, J = 5.2, 1H), 5.11 (d, J = 8.4, 1H), 5.00 (m, 1H), 3.65 - 3.93 (m, 7H), 3.18 (d, J = 6.8, 2H), 2.75 - 3.22 (m, 7H), 1.83 (m, 1H), 1.60 (m, 1H), 1.42 (m, 1H), 1.01 (s, 9H), 0.84 - 0.95 (m, 6H).
  • 33
  • [ 5760-20-3 ]
  • [ 1203605-21-3 ]
  • [ 1422360-63-1 ]
  • 34
  • [ 5760-20-3 ]
  • [ 98-88-4 ]
  • [ 93323-37-6 ]
  • 35
  • [ 5760-20-3 ]
  • 1-phenylimidazo<1,5-a>quinoline [ No CAS ]
 

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[ 5760-20-3 ]

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A650215 [18004-62-1]

Quinolin-2-ylmethanamine dihydrochloride

Reason: Free-salt