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Chemical Structure| 99071-54-2 Chemical Structure| 99071-54-2

Structure of 99071-54-2

Chemical Structure| 99071-54-2

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Product Details of [ 99071-54-2 ]

CAS No. :99071-54-2
Formula : C10H10N2
M.W : 158.20
SMILES Code : NCC1=CC=C2N=CC=CC2=C1
MDL No. :MFCD02853688
InChI Key :RZIPENSSTUBRAA-UHFFFAOYSA-N
Pubchem ID :1514384

Safety of [ 99071-54-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 99071-54-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 10
Fraction Csp3 0.1
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 49.42
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

38.91 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.57
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

1.06
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.54
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

1.22
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.07
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.49

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.04
Solubility 1.45 mg/ml ; 0.00913 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.47
Solubility 5.38 mg/ml ; 0.034 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.73
Solubility 0.0293 mg/ml ; 0.000185 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.51 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.0

Application In Synthesis of [ 99071-54-2 ]

* 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 [ 99071-54-2 ]

[ 99071-54-2 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 99071-54-2 ]
  • [ 108-24-7 ]
  • [ 109259-24-7 ]
  • 2
  • [ 2644-82-8 ]
  • [ 99071-54-2 ]
YieldReaction ConditionsOperation in experiment
In ammonium hydroxide; Similar to that described in ZH. OBSHCHKHIM OR (ENGLAUSFS 1325-1326) 1959, the crude 6-chloromethyl-quinoline (4.9 g) was carefully dissolved in NH4OH (700 mL) and stirred overnight at RT (the solution became orange). The mixture was filtered and the ammonia was evaporated on rotavap (bath at 34 C.). The solution was saturated with K2CO3. The yellow oil was removed and the aqueous phase was extracted with CHCl3. The organic phase was dried with K2CO3, filtered and evaporated to give quinolin-6-yl-methylamine.
With ammonium hydroxide; at 20℃; Similar to that described in ZH. OBSHCHKHIM OR (ENGLAUSFS 1325-1326) 1959, the crude 6-chloromethyl-quinoline (4.9 g) was carefully dissolved in NH4OH (700 mL) and stirred overnight at RT (the solution became orange). The mixture was filtered and the ammonia was evaporated on rotavap (bath at 34 C.). The solution was saturated with K2CO3. The yellow oil was removed and the aqueous phase was extracted with CHCl3. The organic phase was dried with K2CO3, filtered and evaporated to give quinolin-6-yl-methylamine.
  • 3
  • [ 99071-54-2 ]
  • [ 136097-52-4 ]
  • (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-{4-[(quinolin-6-ylmethyl)-carbamoyl]-butoxy}-6-((1R,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester [ No CAS ]
  • 4
  • [ 99071-54-2 ]
  • [ 24241-18-7 ]
  • [ 956907-13-4 ]
YieldReaction ConditionsOperation in experiment
92% With triethylamine; at 130℃; for 5.0h;Microwave irradiation; Example 52 (£)-2-(1 -(1 -(Quinolin-6-ylmethyl)-1 H-[1 ,2,3]triazolo[4,5-b]pyrazin-6-yl)ethylidene)hydrazinecarboxamide6-Bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine (52.1 )A mixture of <strong>[99071-54-2]quinolin-6-ylmethanamine</strong> (3.6g, 22.76mmol), 3,5-dibromopyrazin-2-amine (5.75 g, 22.76 mmol) and triethyl amine (4.61 g, 45.5 mmol) was heated in a microwave to130 0C for 5h. The reaction mixture was diluted with CH2CI2 and water and the organic layer was separated, washed with aqueous NH4CI, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography with EA:Hexanes to provide 6- bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine (6.93 g, 92%). LCMS (method A): [MH]+ = 330, tR = 4.89 min.
92% With triethylamine; at 130℃; for 5.0h;Microwave irradiation; A mixture of <strong>[99071-54-2]quinolin-6-ylmethanamine</strong> (3.6g, 22.76mmol), 3,5-dibromopyrazin-2-amine (5.75 g, 22.76 mmol) and triethyl amine (4.61 g, 45.5 mmol) was heated with microwave irradiation at 130 0C for 5 h. The reaction mixture was diluted with CH2CI2 and water and the organic layer was separated, washed with aqueous NH4CI, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography withEtOAc:hexanes to provide 6.93 g (92%) of the title compound. LCMS (method A): [MH]+ = 330, tR = 4.89 min.
59% With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 180℃; for 12.0h;Sealed tube; 2-Amino-3,5-dibromopyrazine (a, 6.1 g, 24.1 mmol),<strong>[99071-54-2]quinolin-6-ylmethanamine</strong> (b1, 3.8 g,24.1 mmol) and DIPEA (8.6 ml, 52.1 mmol) were dissolved in NMP (20 ml), thenthe mixture was stirred overnight at 180C in a sealed tube. After removal ofsolvents, the residue was purified by flash column chromatography to afford6-bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamineas a yellow solid (c1, 4.7 g, 59%yield). LC-MS (ESI): [M+H]+=330. 1H NMR (400 MHz, DMSO-d6) delta 8.85 (dd, J1=4.4Hz, J2=1.6 Hz, 1H), 8.33(d, J=8.4 Hz, 1H), 7.99 (d, J=8.8 Hz, 1H)7.87(s, 1H), 7.73 (dd, J1=8.8Hz, J2=2.0 Hz, 1H), 7.50(dd, J1=8.4 Hz, J2=4.4 Hz, 1H), 7.21 (s, 1H),7.16 (t, J=5.6 Hz, 1H), 6.25 (s, 2H), 4.69 (d, J=5.6 Hz, 2H).
59% With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 130℃;Inert atmosphere; 3,5-Dibromopyrazin-2-amine (6.1 g, 24 mmol), 6-quinolinemethyleneamine (3.8 g, 24 mmol) And N,N-diisopropylethylamine (DIPEA) (8.6 mL, 48 mmol) were added to NMP (20 mL) The reaction was carried out overnight at 130 C under argon. The reaction mixture was evaporated to remove DIPEA. The residue was poured into water (100 mL) and extracted with dichloromethane (30 mL x 3). The organic phase was washed with water and washed with brine. After drying, flash column chromatography gave 4.7 g of tan product. Yield: 59%.
49% With N-ethyl-N,N-diisopropylamine; at 130℃; for 5.0h; Method 3 6-bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine: A mixture of <strong>[99071-54-2]quinolin-6-ylmethanamine</strong> (13 g, 82 mmol), 3,5-dibromopyrazin-2-amine (21 g, 82 mmol) and di-isopropylethylamine (16 mL, 89 mmol) was heated to 130 C. for five hours. The reaction was diluted with dichloromethane:ethanol (9:1) and the resulting suspension was filtered. The precipitate was washed sequentially with water and ether and air dried to afford 6-bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine (13 g, 49%).

  • 5
  • 2-mercapto-pyrimidine-4,6-diol sodium salt [ No CAS ]
  • [ 99071-54-2 ]
  • α-bromo-octanoic acid ester [ No CAS ]
  • C22H25ClN4O2S [ No CAS ]
  • 6
  • C35H55N3O12 [ No CAS ]
  • [ 99071-54-2 ]
  • C45H65N5O12 [ No CAS ]
  • 7
  • [ 99071-54-2 ]
  • [ 136067-17-9 ]
  • 8
  • 6-(azidomethyl)quinoline [ No CAS ]
  • [ 7732-18-5 ]
  • [ 99071-54-2 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; triphenylphosphine; In tetrahydrofuran; Step 227c. 6-(aminomethyl)quinoline 6-(azidomethyl)quinoline (320 mg) and triphenylphosphine (880 mg) were dissolved in 7 mL THF. The reaction mixture was treated with 0.5 mL of H2 O and refluxed for 7 hours. The reaction mixture was cooled and partitioned between Et2 O and 1N HCl. The aqueous portion was then treated with 1N NaOH until basic and extracted into EtOAc. The organic portion was dried over Na2 SO4 and concentrated under reduced pressure to give the title compound (70 mg) as a brown oil. MS(CI) m/e 159 (M+H)+.
  • 9
  • [ 99071-54-2 ]
  • [ 159013-58-8 ]
  • [ 164647-64-7 ]
YieldReaction ConditionsOperation in experiment
40% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; a (R)-N5 -[Amino(nitroimino)methyl]-N-[(6-quinolinyl)methyl]-N2 -(diphenylacetyl)-ornithinamide Prepared analogously to Example 87a) from (R)-N5 -[amino(nitroimino)methyl]-N2 -(diphenylacetyl)-ornithine, 6-quinoline-methanamine (prepared from 6-methylquinoline via 6-quinoline-carboxaldehyde [selenium dioxide] and reductive amination thereof [ammonium acetate/sodium cyanoborohydride]) and TBTU in a yield of 40% of theory. Colourless crystals, mp. 222-224 C. IR (KBr): 1637.5 cm-1 (amide-C=O)
  • 11
  • [ 99071-54-2 ]
  • [ 1134156-53-8 ]
  • C31H30N8O4 [ No CAS ]
  • 12
  • [ 99071-54-2 ]
  • C20H19BrF3N5O4 [ No CAS ]
  • C30H28F3N7O4 [ No CAS ]
  • 13
  • [ 99071-54-2 ]
  • C21H21BrF3N5O4 [ No CAS ]
  • C31H30F3N7O4 [ No CAS ]
  • 15
  • [ 99071-54-2 ]
  • [ 113210-88-1 ]
  • [ 1133257-00-7 ]
  • 16
  • [ 99071-54-2 ]
  • [ 474832-56-9 ]
  • [ 1133257-01-8 ]
  • 17
  • [ 872047-71-7 ]
  • [ 99071-54-2 ]
YieldReaction ConditionsOperation in experiment
41% With hydrazine hydrate; In methanol; for 3.0h;Reflux; Quinolin-6-ylmethanamine (intermediate D) To a solution of 2-(quinolin-6-ylmethyl)isoindoline-1 ,3-dione (2Og, 69.4 mmol) in MeOH (100 mL), was added hydrazine hydrate (3.47 g, 69.4 mmol). The solution was heated to reflux for 3h, then cooled to rt, filtered through celite. The filtrate was concentrated in vacuo and EtOAc was added to dilute the residue, filtered and concentrated in vacuo to afford 6-bromo- N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine (5g) in 41 % yield 41 %. LCMS (method B): [MH]+ = 159, tR = 0.93 min.
41% With hydrazine hydrate; In methanol; for 3.0h;Reflux; To a solution of 2-(quinolin-6-ylmethyl)isoindoline-1 ,3-dione (2Og, 69.4 mmol) in MeOH (100 mL) was added hydrazine monohydrate (3.47 g, 69.4 mmol). The solution was heated at reflux for 3 h, then cooled to rt and filtered through celite. The filtrate was concentrated in vacuo. EtOAc then was added to the residue and the resulting solution was filtered and concentrated in vacuo to afford 5 g (41 %) of the title compound. LCMS (method B): [MH]+ = 159, tR = 0.93 min.
  • 18
  • [ 99071-54-2 ]
  • [ 1263291-58-2 ]
  • C42H66N4O11 [ No CAS ]
  • C42H66N4O11 [ No CAS ]
  • 19
  • [ 99071-54-2 ]
  • 6-((6-(1-ethoxyvinyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline [ No CAS ]
  • 22
  • [ 99071-54-2 ]
  • 1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine-6-carbonitrile [ No CAS ]
  • 23
  • [ 99071-54-2 ]
  • [ 1266237-35-7 ]
  • 24
  • [ 99071-54-2 ]
  • [ 1266238-20-3 ]
  • 25
  • [ 99071-54-2 ]
  • [ 1266237-58-4 ]
  • 26
  • [ 99071-54-2 ]
  • [ 956905-14-9 ]
  • 27
  • [ 99071-54-2 ]
  • [ 1266238-21-4 ]
  • 30
  • [ 99071-54-2 ]
  • [ 1268260-02-1 ]
  • 31
  • [ 99071-54-2 ]
  • [ 1268260-10-1 ]
  • 32
  • [ 23395-72-4 ]
  • [ 99071-54-2 ]
YieldReaction ConditionsOperation in experiment
82% With hydrogen;Raney-Ni; In methanol; ammonia; at 20℃; under 760.051 Torr; for 16.0h; Step 5: Quinolin-6-ylmethanamine To a solution of quinoline-6-carbonitrile (96 g, 0.62 mol) in saturated ammonia in methanol (1 lit.), Raney-Ni (10 g) was added and the mixture was stirred at 1 atm of H2 at RT for 16 h. The reaction mixture was filtered and the filtrate was concentrated under vacuum to afford the title compound as a brown oil (80 g, 82%). 1H-NMR (delta ppm, DMSO-d6, 400 MHz): delta 8.83 (dd, J=4.2, 1.7 Hz, 1H), 8.29 (d, J=8.3 Hz, 1H), 7.95 (d, J=8.6 Hz, 1H), 7.85 (s, 1H), 7.75 (dd J=8.7, 1.8 Hz, 1H), 7.49 (dd, J=8.2, 4.2 Hz, 1H), 3.90 (s, 2H).
82% With ammonia; hydrogen; In methanol; at 20℃; under 760.051 Torr; for 16.0h; To a solution of quinoline-6-carbonitrile (96 g, 0.62 mol) in saturated ammonia in methanol (1 lit.), Raney-Ni (10 g) was added and the mixture was stirred at 1 atm of H2 at RT for 16h. The reaction mixture was filtered and the filtrate was concentrated under vacuum to afford the title compound as a brown oil (80 g, 82%). 'H-NMR (delta ppm, DMSO-d6, 400 MHz): delta 8.83 (dd, J = 4.2, 1.7 Hz, 1H), 8.29 (d, J = 8.3 Hz, 1H), 7.95 (d, J = 8.6 Hz, 1H), 7.85 (s, 1H), 7.75 (dd J = 8.7,1.8 Hz, 1H), 7.49 (dd, 7 = 8.2,4.2 Hz, 1H), 3.90 (s, 2H).
82% With ammonia; hydrogen; In methanol; at 20℃; under 760.051 Torr; for 16.0h; Step 5: Quinolin-6-ylmefhanamine: To a solution of quinoline-6-carbonitrile (96 g, 0.62 mol) in saturated ammonia in methanol (1 lit.), Raney-Ni (lOg) was added and the mixture was stirred at 1 atm of H2 at RT for 16h. The reaction mixture was filtered and the filtrate was concentrated under vacuum to afford the title compound as a brown oil (80 g, 82%). 'H-NMR (delta ppm, DMSO-d6, 400 MHz): delta 8.83 (dd, J = 4.2, 1.7 Hz, 1H), 8.29 (d, J = 8.3 Hz, 1H), 7.95 (d, J = 8.6 Hz, 1H), 7.85 (s, 1H), 7.75 (dd J = 8.7,1.8 Hz, 1H), 7.49 (dd, J = 8.2,4.2 Hz, 1H), 3.90 (s, 2H).
82% With ammonia; hydrogen; In methanol; at 20℃; under 760.051 Torr; for 16.0h; Step 5: Quinolin-6-ylmethanamine To a solution of quinoline-6-carbonitrile (96 g, 0.62 mol) in saturated ammonia in methanol (1 lit.), Raney-Ni (10 g) was added and the mixture was stirred at 1 atm of H2 at RT for 16 h. The reaction mixture was filtered and the filtrate was concentrated under vacuum to afford the title compound as a brown oil (80 g, 82%). 1H-NMR (delta ppm, DMSO-d6, 400 MHz): delta 8.83 (dd, J=4.2, 1.7 Hz, 1H), 8.29 (d, J=8.3 Hz, 1H), 7.95 (d, J=8.6 Hz, 1H), 7.85 (s, 1H), 7.75 (dd J=8.7, 1.8 Hz, 1H), 7.49 (dd, J=8.2, 4.2 Hz, 1H), 3.90 (s, 2H).
79% With ammonia; hydrogen; In methanol; under 22502.3 Torr; The intermediateA-2 (4.7 g, 30.5 mmol) was dissolvedin NH3-MeOH (7 mol/L, 50 ml), H-cube machine (30 bar, 25,1 ml/min, Raney Ni) was used and the crude product was further purified byflash column chromatography to afford the title compound as a white solid (3.8 g, 79% yield). LC-MS (ESI): [M+H]+=159.1H NMR (400 MHz, DMSO-d6)delta 8.84 (dd, J1=4.0Hz, J2=1.2 Hz, 1H), 8.28 (d, J=8.0Hz, 1H), 7.96 (d, J=8.4 Hz, 1H), 7.88 (s, 1H), 7.76 (d, J= 8.4Hz, 1H), 7.48 (dd, J1=8.0Hz, J2=4.0 Hz, 1H), 3.97 (s, 2H).
79% With ammonia; hydrogen; In methanol; at 25℃; under 22502.3 Torr; 6-Cyanoquinoline A-2 (4.7 g, 30 mmol) was dissolved in a methanolic ammonia solution (7 mol / L, 50 mL) Hydrogenation reduction was performed using a hydrogenation instrument H-cube (30 bar, 25 C, flow rate 1 mL / min, Raney Ni) The crude product was obtained and isolated in reverse phase to give 3.8 g of quinoline-6-methyleneamine A, yield: 79%

 

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[ 99071-54-2 ]

Chemical Structure| 114223-89-1

A446799 [114223-89-1]

Quinolin-6-ylmethanamine hydrochloride

Reason: Free-Salt