Home Cart 0 Sign in  
X

[ CAS No. 1227502-35-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1227502-35-3
Chemical Structure| 1227502-35-3
Chemical Structure| 1227502-35-3
Structure of 1227502-35-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1227502-35-3 ]

Related Doc. of [ 1227502-35-3 ]

Alternatived Products of [ 1227502-35-3 ]

Product Details of [ 1227502-35-3 ]

CAS No. :1227502-35-3 MDL No. :MFCD16607011
Formula : C6H6BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :OGSDHARUPWHNQU-UHFFFAOYSA-N
M.W : 204.02 Pubchem ID :90235329
Synonyms :

Calculated chemistry of [ 1227502-35-3 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.89
TPSA : 53.09 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.34 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.15
Log Po/w (XLOGP3) : 0.29
Log Po/w (WLOGP) : 0.48
Log Po/w (MLOGP) : 0.5
Log Po/w (SILICOS-IT) : 2.03
Consensus Log Po/w : 0.89

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.67
Solubility : 4.41 mg/ml ; 0.0216 mol/l
Class : Very soluble
Log S (Ali) : -0.97
Solubility : 22.0 mg/ml ; 0.108 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.62
Solubility : 0.489 mg/ml ; 0.0024 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.63

Safety of [ 1227502-35-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1227502-35-3 ]

* 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 [ 1227502-35-3 ]

[ 1227502-35-3 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 1227502-35-3 ]
  • [ 124-63-0 ]
  • [ 1616403-05-4 ]
YieldReaction ConditionsOperation in experiment
15% With triethylamine; In dichloromethane; at 0 - 20℃; for 17.0h;Inert atmosphere; Step 3: [0901] To a suspension of <strong>[1227502-35-3]5-bromo-3-(hydroxymethyl)pyridin-2(1H)-one</strong> 62 (350 mg, 1.72 mmol), Et3N (0.71 mL, 5.16 mmol) and CH2Cl2 (15 mL) was slowly added methanesulfonyl chloride (0.27 mL, 3.43 mmol) at 0 C. under nitrogen. The reaction mixture was allowed to warm to room temperature for 17 h and then water was added. The layers were separated and the aqueous was extracted with CH2Cl2. The organic phase was dried over sodium sulfate and filtered. The solvent was removed and the residue was purified by silica gel chromatography (eluting with 0 to 30% ethyl acetate in hexanes) to provide compound 63 (75 mg, 15%).
  • 2
  • [ 104612-36-4 ]
  • [ 1227502-35-3 ]
  • 3
  • [ 1214332-75-8 ]
  • [ 1227502-35-3 ]
YieldReaction ConditionsOperation in experiment
28% With lithium aluminium tetrahydride; In tetrahydrofuran; at 0℃; for 2.5h;Inert atmosphere; Step 2: [0899] To a mixture of LiAlH4 (300 mg, 7.93 mmol) and THF (40 mL) at 0 C. under nitrogen was slowly added a solution of ethyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate 61 (1.5 g, 6.09 mmol) and THF (20 mL). After 2.5 hours, the reaction was quenched by slow addition of water. The resultant solid was removed by filtration and the filtrate was extracted with CH2Cl2 (2×100 mL). The combined extracts were dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to provide compound 62 (380 mg, 28%).
  • 4
  • [ 1227502-35-3 ]
  • [ 1616403-08-7 ]
  • 5
  • [ 1227502-35-3 ]
  • [ 1616402-67-5 ]
  • 6
  • [ 1227502-35-3 ]
  • [ 1616403-06-5 ]
  • 7
  • [ 1227502-35-3 ]
  • [ 1616403-07-6 ]
  • 8
  • [ 1227502-35-3 ]
  • [ 74-88-4 ]
  • 5-bromo-3-(hydroxymethyl)-1-methylpyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
43.7% With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 20.0h; 5-bromo-3-(hydroxymethyl)pyridin-2(lH)-one (34.1 mg, 0.167 mmol) was stirred with iodomethane (30.5 mu, 0.201 mmol) and potassium carbonate (115 mg, 0.836 mmol) in DMF (557 mu) in a 2-dram vial containing a Teflon-coated stir bar at room temperature for 1 h. Additional DMF (1.0 mL) was added to the reaction mixture. The reaction mixture was stirred at room temperature for 19 h. The reaction mixture was partitioned between water and ethyl acetate (~4 mL total volume), and the aqueous phase was extracted with ethyl acetate (3x2.5 mL). The combined organic phases were extracted with brine (2x2 mL), then dried over sodium sulfate and filtered. Excess solvent was evaporated from the filtered organic phase to afford 5-bromo-3-(hydroxymethyl)-l- methylpyridin-2(lH)-one (17.7 mg, 0.073 mmol, 43.7% yield) as a clear, pale yellow oil. LCMS MH+: 217.9. HPLC Ret. Time 0.51 min. Method Bl . NMR (400 MHz, CHLOROFORM-d) delta 7.42 (s, 2H), 4.57 (d, J=6.2 Hz, 2H), 3.56 (s, 3H), 3.41 (t, J=6.4 Hz, 1H).
  • 9
  • [ 120034-05-1 ]
  • [ 1227502-35-3 ]
YieldReaction ConditionsOperation in experiment
36.8% With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 2.5h; Methyl 5-bromo-2-oxo-l,2-dihydropyridine-3-carboxylate (Combi-Blocks, CAS: 120034-05-1, 0.100 g, 0.431 mmol) was dissolved in THF (4.31 mL) and added dropwise to a 0 C solution of lithium aluminum hydride (0.082 g, 2.155 mmol) in THF (4.31 mL). The reaction mixture was stirred at 0 C for 30 min, then allowed to warm to room temperature and stirred for 2.5 h. Saturated aqueous NH4CI solution (8 mL) was slowly added to the reaction mixture, followed by ethyl acetate (8 mL). The phases were separated, the aqueous phase was extracted with additional ethyl acetate (2x10 mL). The combined organic phases were dried over sodium sulfate and filtered, and excess solvent was evaporated off to afford 5-bromo-3-(hydroxymethyl)pyridin-2(lH)-one (34.1 mg, 0.159 mmol, 36.8% yield) as a white solid. LCMS MH+: 203.9. HPLC Ret. Time 0.47 min. Method Bl . NMR (400 MHz, METHANOLS) delta 7.67 (dt, J=2.7, 1.4 Hz, 1H), 7.51 (d, J=2.7 Hz, 1H), 4.49 (s, 2H).
  • 10
  • [ 104612-36-4 ]
  • [ 1227502-35-3 ]
YieldReaction ConditionsOperation in experiment
53% With borane-THF In tetrahydrofuran at 0 - 20℃; for 18h; Inert atmosphere; 4.2.55-Bromo-3-(hydroxymethyl)pyridin-2-ol (7) 5-Bromo-2-hydroxynicotinic acid (6) (2.00 g, 9.17 mmol) wassuspended in dry THF (100 mL). The suspension was cooled to 0 °C and 1M BH3/THF (36.7 mL, 36.7 mmol)was added. The mixturewasstirred at room temperature under argon for 18 h. To the mixture10% HCl was added (pH 1) and the resulting mixture was refluxedfor 1 h. The volatiles were evaporated. The crude was purified by reversed phase column chromatography (sorbent C-18 modified silica gel, eluent MeCN/H2O gradient) to yield 7 (0.993 g, 53%) as awhite solid. 1H NMR (300 MHz, DMSO-d6, d): 4.26-4.29 (m, 2H),7.41-7.44 (m, 1H), 7.52-7.55 (m, 1H), 11.82 (br s, 1H).
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1227502-35-3 ]

Bromides

Chemical Structure| 89488-30-2

[ 89488-30-2 ]

5-Bromo-3-methylpyridin-2(1H)-one

Similarity: 0.91

Chemical Structure| 104612-36-4

[ 104612-36-4 ]

5-Bromo-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Similarity: 0.90

Chemical Structure| 51417-13-1

[ 51417-13-1 ]

5-Bromo-1,3-dimethyl-2-pyridone

Similarity: 0.86

Chemical Structure| 846048-15-5

[ 846048-15-5 ]

5-Bromo-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Similarity: 0.86

Chemical Structure| 120034-05-1

[ 120034-05-1 ]

Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate

Similarity: 0.84

Alcohols

Chemical Structure| 42463-41-2

[ 42463-41-2 ]

3-(Hydroxymethyl)-1,2-dihydropyridin-2-one

Similarity: 0.84

Chemical Structure| 36721-61-6

[ 36721-61-6 ]

3-(Hydroxymethyl)-1-methylpyridin-2(1H)-one

Similarity: 0.80

Chemical Structure| 374706-74-8

[ 374706-74-8 ]

3-(Hydroxymethyl)-6-methylpyridin-2(1H)-one

Similarity: 0.77

Related Parent Nucleus of
[ 1227502-35-3 ]

Pyridines

Chemical Structure| 89488-30-2

[ 89488-30-2 ]

5-Bromo-3-methylpyridin-2(1H)-one

Similarity: 0.91

Chemical Structure| 104612-36-4

[ 104612-36-4 ]

5-Bromo-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Similarity: 0.90

Chemical Structure| 51417-13-1

[ 51417-13-1 ]

5-Bromo-1,3-dimethyl-2-pyridone

Similarity: 0.86

Chemical Structure| 846048-15-5

[ 846048-15-5 ]

5-Bromo-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Similarity: 0.86

Chemical Structure| 42463-41-2

[ 42463-41-2 ]

3-(Hydroxymethyl)-1,2-dihydropyridin-2-one

Similarity: 0.84