Home Cart Sign in  
Chemical Structure| 1211533-83-3 Chemical Structure| 1211533-83-3

Structure of 1211533-83-3

Chemical Structure| 1211533-83-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1211533-83-3 ]

CAS No. :1211533-83-3
Formula : C6H7BrN2O
M.W : 203.04
SMILES Code : COC1=C(Br)C=CC(N)=N1
MDL No. :MFCD08062947
InChI Key :STTFWVSVDMLUCF-UHFFFAOYSA-N
Pubchem ID :53420205

Safety of [ 1211533-83-3 ]

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

Computational Chemistry of [ 1211533-83-3 ] Show Less

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 1.0
Molar Refractivity 42.83
TPSA ?

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

48.14 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.85
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

1.5
Log Po/w (WLOGP)?

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

1.44
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.

1.12
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

1.31
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.44

Water Solubility

Log S (ESOL):?

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

-2.42
Solubility 0.769 mg/ml ; 0.00379 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.

-2.12
Solubility 1.54 mg/ml ; 0.00761 mol/l
Class?

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

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

-2.65
Solubility 0.453 mg/ml ; 0.00223 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

No
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.

-6.47 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

0.0
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)

1.95

Application In Synthesis of [ 1211533-83-3 ]

* 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 [ 1211533-83-3 ]

[ 1211533-83-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1002309-52-5 ]
  • [ 1211533-83-3 ]
  • [ 1375711-15-1 ]
YieldReaction ConditionsOperation in experiment
37% With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80℃; for 1h;Inert atmosphere; Example 43a5-(6-Amino-2-methoxypyridin-3-yl)-1-methylpyridin-2(1H)-one1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one (CAS 1002309-52-5, 1.088 g, 4.63 mmol), 5-bromo-6-methoxypyridin-2-amine (CAS 1211533-83-30, 94 g, 4.63 mmol), 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)chloride dichloromethane complex (0.113 g, 0.14 mmol) and potassium carbonate (aqueous 2M) (6 mL, 12.00 mmol) in dioxane (10 mL) were heated under argon to 80° C. for 1 h.The mixture was allowed to cool and was filtered through a short pad of Celite.The pad was washed with EtOAc (100 mL).The filtrate was collected and the solvent was removed by rotary evaporation.The crude product was added to a silica gel column and was eluted with 0-3percent MeOH in DCM.The collected fractions were combined and the solvent was removed by rotary evaporation.The residue was redissolved in DCM and the mixture was washed with saturated aqueous Na2CO3, dried over K2CO3, filtered and the solvent was removed by rotary evaporation to yield the title compound (0.402 g, 37percent).1H NMR (500 MHz, DMSO-d6) delta ppm 3.44 (s, 3H) 3.78 (s, 3H) 5.98 (s, 2H) 6.07 (d, 1H) 6.37 (d, 1H) 7.33 (d, 1H) 7.56 (dd, 1H) 7.72 (d, 1H). MS (ES+) m/z 232.1 [M+H]+.
  • 2
  • [ 454482-11-2 ]
  • [ 1211533-83-3 ]
  • C12H17N3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 20℃; for 0.03h; General procedure: To a solution of 5-bromo-6-methoxypyridin-2-amine (475 mg, 2.34 mmol) in dioxane (6 mL) was added tert-butyl 4-(tetramethyl-l,3,2-dioxaborolan-2-yl)- 1,2,3,6-tetrahydropyridine-l-carboxylate (1425 mg, 4.61 mmol), Pd(OAc)2 (55 mg, 0.24 mmol), 5- Phos (203 mg, 0.49 mmol) and K3PO4 solution (1570 mg in 2 mL water, 7.40 mmol) at room temperature. The resulting mixture was stirred for 3 h at 120 C. When the reaction was done, the reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography eluting with EtOAc in hexane (0 % to 60 % gradient) to yield tert-butyl 4-(6- amino-2-methoxypyridin-3-yl)-l,2,3,6-tetrahydropyridine-l-carboxylate as an yellow oil (437 mg, 61 %). MS: m/z = 306.1 [M+H]+.
  • 3
  • [ 1211533-83-3 ]
  • [ 151169-74-3 ]
  • 5-(2,3 -dichlorophenyl)-6-methoxypyridin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; water; toluene; at 120℃;Inert atmosphere; A 5 mL microwave vial containing a Teflon stirred bar was charged with 5-bromo-6- methoxypyridin-2-amine (90 mg, 0.44 mmol, leq.), 2,3-dichloro phenylboronic acid (97.2 mg, 0.51 mmol, 1.15 eq.), Na2C03 (140 mg, 1.32 mmol, 3 eq.) followed by the addition of a mixture of Toluene/EtOH/hhO: 3.2/0.5/0.5 (O. lmmol/mL). The vessel was evacuated and backfilled with nitrogen (this process was repeated a total of 3 times) and Pd(PPh )4 (25.6 mg, 0.022 mmol, 0.05 eq.) was introduced. The reaction mixture was then capped properly and placed in a preheated oil bath at l20C until complete conversion of the starting material (usually 3h). The reaction mixture was then concentrated under vacuum and the crude product was purified by chromatography on silica gel using EtOAc/heptane: 1/1 to afford the expected product 7a as a solid (70 mg, 59%)XH-NMR (400 MHz, CDCI3): d 7.39 (dd, J= 6.9 Hz, 2.8 Hz, 1H), 7.25 (d, J= 7.8 Hz, 1H), 7.18 (m, 2H), 6.13 (d, J= 7.8 Hz, 1H), 4.28 (bs, 2H), 3.83 (s, 3H).13C-NMR (101 MHz, CDCI3) d : 159.9, 157.0, 141.4, 138.8, 133.2, 132.8, 130.2, 129.2, 126.8, 111.2, 99.4, 53.6.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 1211533-83-3 ]

Bromides

Chemical Structure| 53242-18-5

A216251 [53242-18-5]

5-Bromo-6-methoxypyridin-3-amine

Similarity: 0.82

Chemical Structure| 511541-63-2

A100356 [511541-63-2]

3-Bromo-6-methoxypyridin-2-amine

Similarity: 0.76

Chemical Structure| 884494-81-9

A193712 [884494-81-9]

3-Bromo-5-fluoro-2-methoxypyridine

Similarity: 0.76

Chemical Structure| 1017782-09-0

A123357 [1017782-09-0]

5-Bromo-6-methoxy-3-nitropyridin-2-amine

Similarity: 0.74

Chemical Structure| 1190321-63-1

A138123 [1190321-63-1]

5-Bromo-6-methoxy-1H-pyrrolo[2,3-b]pyridine

Similarity: 0.74

Ethers

Chemical Structure| 53242-18-5

A216251 [53242-18-5]

5-Bromo-6-methoxypyridin-3-amine

Similarity: 0.82

Chemical Structure| 17920-35-3

A187643 [17920-35-3]

2-Amino-6-methoxypyridine

Similarity: 0.79

Chemical Structure| 511541-63-2

A100356 [511541-63-2]

3-Bromo-6-methoxypyridin-2-amine

Similarity: 0.76

Chemical Structure| 884494-81-9

A193712 [884494-81-9]

3-Bromo-5-fluoro-2-methoxypyridine

Similarity: 0.76

Chemical Structure| 1190321-63-1

A138123 [1190321-63-1]

5-Bromo-6-methoxy-1H-pyrrolo[2,3-b]pyridine

Similarity: 0.74

Amines

Chemical Structure| 53242-18-5

A216251 [53242-18-5]

5-Bromo-6-methoxypyridin-3-amine

Similarity: 0.82

Chemical Structure| 17920-35-3

A187643 [17920-35-3]

2-Amino-6-methoxypyridine

Similarity: 0.79

Chemical Structure| 511541-63-2

A100356 [511541-63-2]

3-Bromo-6-methoxypyridin-2-amine

Similarity: 0.76

Chemical Structure| 1017782-09-0

A123357 [1017782-09-0]

5-Bromo-6-methoxy-3-nitropyridin-2-amine

Similarity: 0.74

Chemical Structure| 1131007-43-6

A110334 [1131007-43-6]

6-(Difluoromethoxy)pyridin-2-amine

Similarity: 0.71

Related Parent Nucleus of
[ 1211533-83-3 ]

Pyridines

Chemical Structure| 53242-18-5

A216251 [53242-18-5]

5-Bromo-6-methoxypyridin-3-amine

Similarity: 0.82

Chemical Structure| 17920-35-3

A187643 [17920-35-3]

2-Amino-6-methoxypyridine

Similarity: 0.79

Chemical Structure| 511541-63-2

A100356 [511541-63-2]

3-Bromo-6-methoxypyridin-2-amine

Similarity: 0.76

Chemical Structure| 884494-81-9

A193712 [884494-81-9]

3-Bromo-5-fluoro-2-methoxypyridine

Similarity: 0.76

Chemical Structure| 1017782-09-0

A123357 [1017782-09-0]

5-Bromo-6-methoxy-3-nitropyridin-2-amine

Similarity: 0.74