Home Cart 0 Sign in  
X

[ CAS No. 698-00-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 698-00-0
Chemical Structure| 698-00-0
Chemical Structure| 698-00-0
Structure of 698-00-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 698-00-0 ]

Related Doc. of [ 698-00-0 ]

Alternatived Products of [ 698-00-0 ]

Product Details of [ 698-00-0 ]

CAS No. :698-00-0 MDL No. :MFCD00013522
Formula : C8H10BrN Boiling Point : -
Linear Structure Formula :- InChI Key :ONMSBNJJCUCYED-UHFFFAOYSA-N
M.W : 200.08 Pubchem ID :136527
Synonyms :

Calculated chemistry of [ 698-00-0 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 1
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 48.35
TPSA : 3.24 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.26
Log Po/w (XLOGP3) : 2.74
Log Po/w (WLOGP) : 2.52
Log Po/w (MLOGP) : 2.88
Log Po/w (SILICOS-IT) : 2.06
Consensus Log Po/w : 2.49

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.18
Solubility : 0.131 mg/ml ; 0.000654 mol/l
Class : Soluble
Log S (Ali) : -2.46
Solubility : 0.69 mg/ml ; 0.00345 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.37
Solubility : 0.0863 mg/ml ; 0.000432 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.21

Safety of [ 698-00-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 698-00-0 ]

* 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 [ 698-00-0 ]
  • Downstream synthetic route of [ 698-00-0 ]

[ 698-00-0 ] Synthesis Path-Upstream   1~18

  • 1
  • [ 698-00-0 ]
  • [ 2836-03-5 ]
Reference: [1] Journal of the American Chemical Society, 2009, vol. 131, # 31, p. 11049 - 11061
  • 2
  • [ 615-36-1 ]
  • [ 74-88-4 ]
  • [ 698-00-0 ]
YieldReaction ConditionsOperation in experiment
69% With potassium carbonate In acetonitrile at 70℃; for 18 h; In a 250 mL round bottom flask, 4.0 g (23.3 mmol) of 2-bromoaniline, 16.1 g (116.5 mmol) of anhydrous potassium carbonate, 7.3 mL (116.5 mmol) of methyl iodide (CH3I) and 50 mL of acetonitrile (MeCN) were added and heated. Up to 70 ° C.After stirring at 70 ° C for 18 h, the reaction mixture was cooled to room temperature.It was extracted with 100 mL of deionized water and 100 mL of diethyl ether. After the organic phase is separated,The aqueous phase was washed with 3 x 50 mL diethyl ether. The combined organic phase was washed with 5 x 50 mL of saturated brine.The organic phase was then dried over anhydrous magnesium sulfate. Next, the volatile component in the organic phase was distilled off under reduced pressure to give a crude material. The crude product was separated by silica gel column chromatography to yield 2.7 g of pale yellow oily liquid.The eluent was diethyl ether / hexane (5 / 95 v / v), yield 69percent. Relevant characterization data is consistent with the literature reported above.
Reference: [1] Organic Letters, 2009, vol. 11, # 22, p. 5130 - 5133
[2] Organic Letters, 2014, vol. 16, # 14, p. 3832 - 3835
[3] Journal of Organic Chemistry, 2008, vol. 73, # 16, p. 6330 - 6340
[4] Patent: CN108586536, 2018, A, . Location in patent: Paragraph 0011-0012; 0034-0036; 0038
[5] Chemische Berichte, 1907, vol. 40, p. 2528
[6] Tetrahedron Letters, 2015, vol. 56, # 41, p. 5628 - 5631
  • 3
  • [ 64-18-6 ]
  • [ 577-19-5 ]
  • [ 698-00-0 ]
Reference: [1] ChemSusChem, 2015, vol. 8, # 18, p. 3029 - 3035
  • 4
  • [ 121-69-7 ]
  • [ 698-00-0 ]
  • [ 586-77-6 ]
Reference: [1] Synthetic Communications, 2000, vol. 30, # 20, p. 3669 - 3675
[2] Tetrahedron, 1996, vol. 52, # 7, p. 2465 - 2470
[3] Tetrahedron Letters, 1989, vol. 30, # 45, p. 6209 - 6210
[4] Tetrahedron Letters, 1994, vol. 35, # 38, p. 7055 - 7056
[5] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6941 - 6942
[6] Ultrasonics Sonochemistry, 2015, vol. 27, p. 247 - 251
[7] ChemCatChem, 2018, vol. 10, # 18, p. 3960 - 3963
  • 5
  • [ 50-00-0 ]
  • [ 615-36-1 ]
  • [ 698-00-0 ]
Reference: [1] Heterocycles, 1997, vol. 46, # 1, p. 77 - 81
[2] Patent: WO2005/30778, 2005, A1, . Location in patent: Page/Page column 15-16
  • 6
  • [ 50-00-0 ]
  • [ 577-19-5 ]
  • [ 698-00-0 ]
Reference: [1] ChemCatChem, 2018, vol. 10, # 6, p. 1235 - 1240
  • 7
  • [ 77-78-1 ]
  • [ 615-36-1 ]
  • [ 698-00-0 ]
Reference: [1] Dalton Transactions, 2011, vol. 40, # 35, p. 8906 - 8911
[2] Australian Journal of Chemistry, 1994, vol. 47, # 9, p. 1751 - 1770
[3] Journal of the American Chemical Society, 1940, vol. 62, p. 344
  • 8
  • [ 698-02-2 ]
  • [ 698-00-0 ]
Reference: [1] Journal of the American Chemical Society, 1987, vol. 109, # 26, p. 8056 - 8066
  • 9
  • [ 156054-91-0 ]
  • [ 698-00-0 ]
Reference: [1] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1994, vol. 336, # 4, p. 333 - 339
  • 10
  • [ 28611-39-4 ]
  • [ 698-00-0 ]
Reference: [1] Journal of Organic Chemistry, 2014, vol. 79, # 16, p. 7277 - 7285
[2] Journal of Organic Chemistry, 2014, vol. 79, # 16, p. 7277 - 7285
  • 11
  • [ 121-69-7 ]
  • [ 698-00-0 ]
Reference: [1] Journal of the American Chemical Society, 1987, vol. 109, # 26, p. 8056 - 8066
  • 12
  • [ 121-69-7 ]
  • [ 698-00-0 ]
  • [ 586-77-6 ]
  • [ 64230-27-9 ]
Reference: [1] Synthetic Communications, 2004, vol. 34, # 12, p. 2143 - 2152
  • 13
  • [ 615-36-1 ]
  • [ 698-00-0 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1960, vol. 79, p. 977 - 1001
  • 14
  • [ 13716-10-4 ]
  • [ 694-80-4 ]
  • [ 698-00-0 ]
  • [ 224311-49-3 ]
Reference: [1] Advanced Synthesis and Catalysis, 2001, vol. 343, # 8, p. 789 - 794
  • 15
  • [ 694-80-4 ]
  • [ 698-00-0 ]
  • [ 16523-54-9 ]
  • [ 213697-53-1 ]
Reference: [1] Advanced Synthesis and Catalysis, 2001, vol. 343, # 8, p. 789 - 794
  • 16
  • [ 121-43-7 ]
  • [ 698-00-0 ]
  • [ 89291-23-6 ]
YieldReaction ConditionsOperation in experiment
91%
Stage #1: With n-butyllithium In tetrahydrofuran at -78℃; for 2 h;
Stage #2: for 2 h;
N,N-dimethyl-o-bromoaniline (4 g, 20 mmol) was added to anhydrous tetrahydrofuran (100 mL) at -78° C., and 2.5M n-butyllithium (10 mL, 25 mmol) was then slowly added dropwise and stirred for 2 hours.
Trimethylborate (2.6 g, 25 mmol) was added to the reaction mixture and stirred for another 2 hours.
After warming to room temperature, the reaction was quenched by the addition of 0.1N hydrochloric acid solution (200 mL) and the mixture was extracted with dichloromethane (150 mL*3), then washed with water (150 mL*3).
The organic phase was concentrated under reduced pressure to give compound 41-a (3.0 g, yield 91percent). LC-MS (ESI): m/z=166[M+H]+.
Reference: [1] Patent: US2018/208604, 2018, A1, . Location in patent: Paragraph 0465-0466
  • 17
  • [ 698-00-0 ]
  • [ 89291-23-6 ]
Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 16, p. 6330 - 6340
[2] Organic Letters, 2009, vol. 11, # 22, p. 5130 - 5133
  • 18
  • [ 5419-55-6 ]
  • [ 698-00-0 ]
  • [ 7732-18-5 ]
  • [ 89291-23-6 ]
Reference: [1] Angewandte Chemie - International Edition, 2017, vol. 56, # 45, p. 14272 - 14276
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 698-00-0 ]

Aryls

Chemical Structure| 586-77-6

[ 586-77-6 ]

4-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 16518-62-0

[ 16518-62-0 ]

3-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 107302-22-7

[ 107302-22-7 ]

1-(3-Bromophenyl)-1H-pyrrole

Similarity: 0.88

Chemical Structure| 5044-39-3

[ 5044-39-3 ]

1-(4-Bromophenyl)-1H-pyrrole

Similarity: 0.88

Chemical Structure| 23667-06-3

[ 23667-06-3 ]

2-Bromo-N,N,4-trimethylaniline

Similarity: 0.87

Bromides

Chemical Structure| 586-77-6

[ 586-77-6 ]

4-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 16518-62-0

[ 16518-62-0 ]

3-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 107302-22-7

[ 107302-22-7 ]

1-(3-Bromophenyl)-1H-pyrrole

Similarity: 0.88

Chemical Structure| 5044-39-3

[ 5044-39-3 ]

1-(4-Bromophenyl)-1H-pyrrole

Similarity: 0.88

Chemical Structure| 23667-06-3

[ 23667-06-3 ]

2-Bromo-N,N,4-trimethylaniline

Similarity: 0.87

Amines

Chemical Structure| 586-77-6

[ 586-77-6 ]

4-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 16518-62-0

[ 16518-62-0 ]

3-Bromo-N,N-dimethylaniline

Similarity: 0.93

Chemical Structure| 23667-06-3

[ 23667-06-3 ]

2-Bromo-N,N,4-trimethylaniline

Similarity: 0.87

Chemical Structure| 66584-32-5

[ 66584-32-5 ]

3-Bromo-N-methylaniline

Similarity: 0.85

Chemical Structure| 81090-31-5

[ 81090-31-5 ]

2-Bromo-N,4-dimethylaniline

Similarity: 0.80