Home Cart 0 Sign in  
X

[ CAS No. 63875-01-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 63875-01-4
Chemical Structure| 63875-01-4
Chemical Structure| 63875-01-4
Structure of 63875-01-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 63875-01-4 ]

Related Doc. of [ 63875-01-4 ]

Alternatived Products of [ 63875-01-4 ]
Product Citations

Product Details of [ 63875-01-4 ]

CAS No. :63875-01-4 MDL No. :MFCD06410683
Formula : C7H7NO Boiling Point : -
Linear Structure Formula :- InChI Key :SUMAWDZJEIQACJ-UHFFFAOYSA-N
M.W : 121.14 Pubchem ID :2763000
Synonyms :

Calculated chemistry of [ 63875-01-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 34.59
TPSA : 29.96 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.65 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.26
Log Po/w (XLOGP3) : 0.55
Log Po/w (WLOGP) : 1.2
Log Po/w (MLOGP) : 0.13
Log Po/w (SILICOS-IT) : 1.96
Consensus Log Po/w : 1.02

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.36
Solubility : 5.23 mg/ml ; 0.0432 mol/l
Class : Very soluble
Log S (Ali) : -0.75
Solubility : 21.5 mg/ml ; 0.177 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.31
Solubility : 0.589 mg/ml ; 0.00486 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.02

Safety of [ 63875-01-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 63875-01-4 ]

* 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.

  • Upstream synthesis route of [ 63875-01-4 ]
  • Downstream synthetic route of [ 63875-01-4 ]

[ 63875-01-4 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 444649-52-9 ]
  • [ 63875-01-4 ]
YieldReaction ConditionsOperation in experiment
78% With sodium periodate In methanol at 20℃; for 1 h; Reference Example 151
2-Methylisonicotinaldehyde
A solution of N,N-dimethyl-2-(2-methyl-4-pyridyl)ethenamine (6.4 g, 39 mmol) in methanol (25 ml) was added dropwise to a mixture of sodium periodate (25.2 g, 117 mmol) and methanol (25 ml) at room temperature..
The mixture was stirred at the same temperature for 1 hr..
The precipitates were filtered off, and the filtrate was concentrated..
The residue was combined with water and extracted with ethyl acetate..
The organic layer was washed with saturated brine and dried over magnesium sulfate..
The solvent was evaporated to give the titled compound (3.7 g, 78 percent).1H-NMR (CDCl3) δ: 2.68 (3H, s), 7.51 (1H, d, J = 4.9 Hz), 7.56 (1H, s), 8.76 (1H, d, J = 4.9 Hz), 10.05 (1H, s).
35%
Stage #1: With sodium periodate In dichloromethane at 20℃; for 18 h;
Stage #2: With sodium hydroxide In dichloromethane; water
To a solution OfNaIO4 (40 g) in water (200 mL) was added the above enamine intermediate 155 in CH2Cl2 (200 mL). The reaction mixture was stirred at room temperature for 18 h. Enough 2 N NaOH was then added to adjust the pH of the mixture to 8. The mixture was then filtered, separated and extracted with CH2Cl2. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. Purification by chromatography afforded 2-methylisonicotinaldehyde 156 (4 g, 35percent)
Reference: [1] Patent: EP1424336, 2004, A1, . Location in patent: Page 247
[2] Patent: WO2010/3048, 2010, A1, . Location in patent: Page/Page column 131-132
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 16, p. 6942 - 6990
[4] Patent: WO2009/146358, 2009, A1, . Location in patent: Page/Page column 98-99
  • 2
  • [ 22282-99-1 ]
  • [ 68-12-2 ]
  • [ 63875-01-4 ]
YieldReaction ConditionsOperation in experiment
85% With n-butyllithium In tetrahydrofuran; hexane; N,N-dimethyl-formamide at -78℃; for 1.58333 h; Example 117
Preparation of 2-(2-methylpyridin-4-yl)-6-(morpholinomethyl)quinazolin-4(3H)-one
A solution of n-butyllithium (1.6 M solution in hexanes, 6.32 mL, 12.6 mmol) in THF (50 mL) was cooled to -78° C. A solution of 4-bromo-2-methyl-pyridine (2.00 g, 11.6 mmol.) in anhydrous THF (5 mL) was added.
The resulting mixture was stirred for 5 minutes, then anhydrous N,N dimethylformamide (3.39 g, 46.4 mmol,) was added.
The solution was stirred for 90 min at -78° C. and quenched with saturated aqueous NH4Cl solution (30 mL).
The reaction mixture was warmed to room temperature.
The mixture was extracted with ethyl acetate (3*100 mL), and the combined organic phase was washed with brine (100 mL) and dried over anhydrous Na2SO4.
The solvent was evaporated under reduced pressure to give 2-methyl-pyridine-4-carbaldehyde. Yield: 1.20 g, (85percent).
30%
Stage #1: With n-butyllithium In diethyl ether at -78℃; for 0.25 h; Inert atmosphere
Stage #2: at 0℃; for 0.5 h;
To a stirred solution of 4-bromo-2-methylpyridine (1.00 g, 5.81 mmol) in anhydrous diethyl ether (70 mL) was added n-BuLi (2.5 M, 2.56 mL, 6.39 mmol) at -78 °C under N2. After stirring at -78 °C for 15 mi DMF (0.54 mL, 6.92 mmol) was added slowly. The mixture was stirred for another 30 mm and warmed to 0 °C. The mixture was quenched with 20 mL of aq. NaHCO3, extracted with EA (50 mL x 2). The combined organics was washed with brine (50 mL x 2), dried over anhydrous Na2SO4, filtered and concentrated. The resulted residue was purified by column chromatography eluted with PE/EA (5:1) to give the title product (210 mg, 30percent) as a light yellow solid. ‘HNMR (400 MHz, CDCl) 10.05 (s, 1H),8.76 (d, J=4.8 Hz, 1H),7.56 (s, 1H),7.51 (d, J=4.8 Hz, 1H), 2.68 (s, 3H)
1 g
Stage #1: With tert.-butyl lithium In diethyl ether at -78℃; for 0.5 h; Inert atmosphere
Stage #2: at -78℃; for 0.5 h; Inert atmosphere
Intermediate H: Preparation of 2-methylisonicotinaldehyde Under a nitrogen atmosphere, to a solution of 4-bromo-2-methylpyridine (2.00 g, 11.63 mmol) in anhydrous Et20 (150 mL) was added t-butyllithium (0.82 g, 12.79 mmol) at -78 °C. The reaction was kept at that temperature for 30 min. Anhydrous DMF (0.85 g, 11.63 mmol) was added and the mixture was stirred at -78 °C for an additional 30 min. Saturated aqueous NH4C1 (50 mL) was added to the reaction vessel and the resulting biphasic mixture was transferred to a separatory funnel. The layers were washed with Et20 (6 x 50 mL). The combined organics were washed with saturated NaCl (2 x 50 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo to provide 2-methylisonicotinaldehyde (lg, 8.3 mmol). GCMS [M] = 121
Reference: [1] Patent: US9238640, 2016, B2, . Location in patent: Page/Page column 145
[2] Patent: WO2017/88755, 2017, A1, . Location in patent: Paragraph 000119; 000120; 000121
[3] Patent: WO2015/88565, 2015, A1, . Location in patent: Paragraph 00217
[4] Patent: WO2015/88564, 2015, A1, . Location in patent: Paragraph 00243
  • 3
  • [ 2214-53-1 ]
  • [ 63875-01-4 ]
Reference: [1] Journal of Medicinal Chemistry, 1996, vol. 39, # 20, p. 3929 - 3937
[2] Patent: EP1227092, 2002, A2, . Location in patent: Page 23
[3] Patent: EP1229035, 2002, A1, . Location in patent: Page 23
[4] Patent: EP1227091, 2002, A2, . Location in patent: Page 23
  • 4
  • [ 105250-16-6 ]
  • [ 63875-01-4 ]
YieldReaction ConditionsOperation in experiment
20% With pyridine; chromium(VI) oxide In dichloromethane at 20℃; for 0.5 h; A solution of chromium (Vl) oxide (2 g, 20 mmol), pyridine (4 mL, 50 mmol) and 20 mL of dichloromefhane was stirred at room temperature for 30 minutes. To this mixture, cooled with an ice water bath, (2-methyl-pyridin-4-yl)-methanol (48, 0.5 g, 4.0 mmol) in 5 mL of dichloromethane was added. The reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was cooled with an ice water bath and diluted with ethyl acetate, then filtered through a pad of Celite, The filtrate was concentrated under vacuum and the residue was purified by silica gel chromatography eluting with hexanes and ethyl acetate to provide the desired compound as a colorless liquid (21b, 0.1 g, 20percent),
Reference: [1] Patent: WO2010/129467, 2010, A1, . Location in patent: Page/Page column 64
[2] Patent: WO2006/76644, 2006, A2, . Location in patent: Page/Page column 111
  • 5
  • [ 108-47-4 ]
  • [ 63875-01-4 ]
  • [ 6220-65-1 ]
YieldReaction ConditionsOperation in experiment
14 %Chromat. With copper(II) choride dihydrate; oxygen In dimethyl sulfoxide at 100℃; for 45 h; General procedure: In a test tube, substrate (1.0 mmol) and CuCl2•2H2O(0.10 mmol) were dissolved in DMSO (3.0 mL). O2 balloon (1 atm) was attached at top of the test tube, and inner atmosphere was replaced by O2. After stirring at 100 °C for 45 hours,reaction mixture was diluted by CH2Cl2 (20 mL) and washed with sat. Na2CO3 aq (10 mL).The separated water phase was then extracted with CH2Cl2 (10 mL×2). The combined organicphase was washed with brine (20 mL) and dried over Na2SO4. After removal of Na2SO4 byfiltration, evaporation of the solvent gave brown oil, from which the desired product wasisolated by silica column chromatography (eluent: EtOAc / n-Hexane = 1 / 10 to 1 / 1).
Reference: [1] Chemistry Letters, 2017, vol. 46, # 3, p. 348 - 350
  • 6
  • [ 108-47-4 ]
  • [ 63875-01-4 ]
Reference: [1] Chemische Berichte, 1955, vol. 88, p. 1276,1281
[2] Synthesis, 2002, # 4, p. 483 - 486
[3] Patent: WO2015/138689, 2015, A1,
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 16, p. 6942 - 6990
[5] Patent: WO2009/146358, 2009, A1,
  • 7
  • [ 931-19-1 ]
  • [ 2214-53-1 ]
  • [ 63875-01-4 ]
Reference: [1] Patent: US2002/19414, 2002, A1,
  • 8
  • [ 63875-01-4 ]
  • [ 105250-16-6 ]
Reference: [1] Synthesis, 2002, # 4, p. 483 - 486
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 63875-01-4 ]

Aldehydes

Chemical Structure| 18206-06-9

[ 18206-06-9 ]

2,6-Dimethylisonicotinaldehyde

Similarity: 0.93

Chemical Structure| 60032-57-7

[ 60032-57-7 ]

2-Methylnicotinaldehyde

Similarity: 0.93

Chemical Structure| 1023812-90-9

[ 1023812-90-9 ]

2-(tert-Butyl)isonicotinaldehyde

Similarity: 0.86

Chemical Structure| 872-85-5

[ 872-85-5 ]

4-Pyridinecarboxaldehyde

Similarity: 0.84

Chemical Structure| 22934-41-4

[ 22934-41-4 ]

Quinoline-5-carbaldehyde

Similarity: 0.83

Related Parent Nucleus of
[ 63875-01-4 ]

Pyridines

Chemical Structure| 18206-06-9

[ 18206-06-9 ]

2,6-Dimethylisonicotinaldehyde

Similarity: 0.93

Chemical Structure| 60032-57-7

[ 60032-57-7 ]

2-Methylnicotinaldehyde

Similarity: 0.93

Chemical Structure| 1023812-90-9

[ 1023812-90-9 ]

2-(tert-Butyl)isonicotinaldehyde

Similarity: 0.86

Chemical Structure| 872-85-5

[ 872-85-5 ]

4-Pyridinecarboxaldehyde

Similarity: 0.84

Chemical Structure| 66093-07-0

[ 66093-07-0 ]

5,6-Dimethylpyridin-3-amine

Similarity: 0.82