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Chemical Structure| 957230-70-5 Chemical Structure| 957230-70-5

Structure of 957230-70-5

Chemical Structure| 957230-70-5

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Product Details of [ 957230-70-5 ]

CAS No. :957230-70-5
Formula : C4H3Br2N3
M.W : 252.90
SMILES Code : NC1=NC(Br)=CN=C1Br
MDL No. :MFCD11040377
InChI Key :ZEDFFSRZLCREEN-UHFFFAOYSA-N
Pubchem ID :51051665

Safety of [ 957230-70-5 ]

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

Computational Chemistry of [ 957230-70-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 6
Fraction Csp3 0.0
Num. rotatable bonds 0
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 41.84
TPSA ?

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

51.8 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.59
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

1.48
Log Po/w (WLOGP)?

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

1.59
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.

0.55
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

1.71
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.38

Water Solubility

Log S (ESOL):?

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

-2.83
Solubility 0.371 mg/ml ; 0.00147 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.

-2.17
Solubility 1.69 mg/ml ; 0.00669 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

-3.0
Solubility 0.251 mg/ml ; 0.000993 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.

-6.79 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<0.0
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)

2.39

Application In Synthesis of [ 957230-70-5 ]

* 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 [ 957230-70-5 ]

[ 957230-70-5 ] Synthesis Path-Downstream   1~14

  • 1
  • C4HBr2N5 [ No CAS ]
  • [ 957230-70-5 ]
YieldReaction ConditionsOperation in experiment
Synthesis of compound (C) as described in the general reaction scheme; 3, beta-Diotabromo-pyraziotan-2- ylamine[00249] Diphenylphosphorylazide (2.59mL, 12mmol) and triethylamine (1.67mL, 12mmol) are added to a solution of 2,5-dibromo-3-pyrazoic acid (3.52g, 12mmol) in t-butanol (9OmL) The reaction is heated at reflux for 18 hours. The reaction is quenched with water, then concentrated in vacuo and taken up in DCM. The organic solution is washed with water and IN NaOH, dried over MgSCU and concentrated in vacuo. The resultant solid is filtered through a pad of silica using EtOAc, then concentrated and TFA:DCM (4 1, 12mL) is added to the solid and stirred for 30min. The solution is concentrated in vacuo then neutralised with IN NaOH and extracted with DCM The organic layer is dried over MgSO4 and concentrated in vacuo to give the product. 1H NMR (250MHz, dg-DMSO) delta(ppm) 7.25 (2H, br s), 7.68 (IH, s); m/z (APCI) 254 (M+H)+; m.p 135-139C.
  • 2
  • [ 957230-70-5 ]
  • [ 17157-48-1 ]
  • [ 957344-74-0 ]
YieldReaction ConditionsOperation in experiment
In isopropyl alcohol;Heating / reflux; Synthesis of compound D as desc?bed in the general reaction scheme; 5,8-DiotabromoiotamiotadazofJ ,2- ajpyrazine.[00250] Bromoacetaldehyde diethyl acetal (49mL, 326mmol) and 48% hydrobromic acid is heated to reflux for 1 5h, then poured into propan-2-ol (60OmL) and quenched with NaHCO3. After filtering, 2,5-dibromo-3-aminopyrazme (41.34g, 163mmol) is added to the solution and heated at reflux overnight. The reaction is cooled and solvents removed in vacuo, followed by addition of aq NaHCO3 and extraction with EtOAc. The organic phase is dried over MgSO4, filtered, and concentrated in vacuo to afford a brown solid. 1H NMR (250MHz, CDCl3) delta(ppm)7.86 (IH, s), 7 93-7.94 (IH, d), 7.98-7.99 (IH, d), m/z (APCI) 278 (M+H)+; m.p 132-135C
  • 3
  • [ 957230-70-5 ]
  • [ 33170-72-8 ]
  • [ 957345-00-5 ]
YieldReaction ConditionsOperation in experiment
With pyridinium p-toluenesulfonate; In acetonitrile; for 72h;Heating / reflux; Step 2 5 ,8-Diotabromo-3-methyliotamiotadazo[ 1 ,2 ajpyrazine[00298] 2,5-Dibromo-3-aminopyrazme (2 0 g, 7 9 mmol), 2-bromo-l,l -dimethoxypropane (7 25 g, 40 0 mmol) and py?dimum p-toluenesulfonate (2 0 g, 7 9 mmol) are stirred in acetomtrile (65 mL) at reflux for 3 days The mixture is cooled and the solvent evaporated under reduced pressure The residue is partitioned between DCM (150 mL) and water (50 mL) and the layers separated The organic fraction is washed with NaHCtheta3 (sat aq , 50 mL) and b?ne (50 mL) and d?ed over MgStheta4 Evaporation of the solvent under reduced pressure gives a viscous black oil (2 14 g) which is purified by silica chromatography, elutmg with 10% - 20% EtOAc in cyclohexane to afford the title compound as a red-brown solid (280 mg, 1 mmol)
  • 4
  • N,N-dimethylformamide dimethyl acetal [ No CAS ]
  • [ 957230-70-5 ]
  • N'-(3,6-dibromo-pyrazin-2-yl)-N,N-dimethylformamidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; for 2h;Heating / reflux; A mixture of <strong>[957230-70-5]3,6-dibromo-pyrazin-2-ylamine</strong> (15.37 g, 60.80 mmol) and N,N- dimethylformamide dimethyl acetal (10. ImL, 76.00 mmol), suspended in ethanol (15O mL), is refluxed for 2 hours. The reaction mixture is evaporated in vacuo affording the title compound (18.6 g). 1H-NMR (400MHz, CDCl3) delta(ppm) 3.20 (s, 3H), 3.21 (s, 3H), 7.93 (s, IH), 8.48 (s, IH). LCMS: Rt 3.81 min (99.1%), m/z (APCI) 307 (M+H)+.
  • 5
  • [ 957230-70-5 ]
  • [ 4637-24-5 ]
  • [ 959755-42-1 ]
YieldReaction ConditionsOperation in experiment
In ethanol; for 2h;Reflux; Step 1: N'-(3,6-Dibromo-pyrazin-2-yl)-N,N-dimethylformamidine(D) A mixture of <strong>[957230-70-5]3,6-dibromo-pyrazin-2-ylamine</strong> (15.37 g, 60.80 mmol) and N,N-dimethylformamide dimethyl acetal (10.1 mL, 76.00 mmol), suspended in ethanol (150 mL), is refluxed for 2 hours. The reaction mixture is evaporated in vacuo affording the title compound. 1H-NMR (400 MHz, CDCl3) delta (ppm) 3.20 (s, 3H), 3.21 (s, 3H), 7.93 (s, 1H), 8.48 (s, 1H). LCMS: Rt 3.81 min (99.1%), m/z (APCI) 307 (M+H)+.
In ethanol; for 2h;Reflux;Product distribution / selectivity; Step 1: N'-(3,6-Dibromo-pyrazin-2-yl)-N,N-dimethylformamidine (D) A mixture of <strong>[957230-70-5]3,6-dibromo-pyrazin-2-ylamine</strong> (15.37 g, 60.80 mmol) and N,N-dimethylformamide dimethyl acetal (10.1 mL, 76.00 mmol), suspended in ethanol (150 mL), is refluxed for 2 hours. The reaction mixture is evaporated in vacuo affording the title compound. 1H-NMR (400 MHz, CDCl3) delta(ppm) 3.20 (s, 3H), 3.21 (s, 3H), 7.93 (s, 1H), 8.48 (s, 1H). LCMS: Rt 3.81 min (99.1%), m/z (APCI) 307 (M+H)+.
  • 6
  • [ 957230-70-5 ]
  • [ 2032-35-1 ]
  • [ 957344-74-0 ]
YieldReaction ConditionsOperation in experiment
Intermediate 2: 5,8-Dibromo-imidazo[1,2-a]pyrazine Bromoacetaldehyde diethyl acetal (49 mL, 326 mmol) and 48% hydrobromic acid is heated to reflux for 1.5 h, then poured into propan-2-ol (600 mL) and quenched with NaHCO3. After filtering, 3,6-dibromopyrazin-2-yl amine (41.34 g, 163 mmol) is added to the solution and heated at reflux overnight. The reaction is cooled and solvents removed in vacuo, followed by addition of aq. NaHCO3 and extraction with EtOAc. The organic phase is dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford a brown solid. 1H NMR (250 MHz, CDCl3) delta (ppm) 7.86 (s, 1H), 7.93-7.94 (d, 1H), 7.98-7.99 (d, 1H); m/z (APCI) 278 (M+H)+; m.p 132-135 C.
2.75 g In tetrahydrofuran; water; at 120℃; for 4h; <strong>[957230-70-5]3,6-dibromopyrazin-2-ylamine</strong> (4.0 g, 15.80 mmol) and bromoacetaldehyde diethyl acetal (3.7 mL, 24.00mmol) and tetrahydrofuran (5.3 mL) eere dissolved in distilled water (53 mL), the mixture was stirred for 4 hours at 120C .Saturated aqueous sodium hydrogen carbonate solution to the reaction solution was neutralized by addition. The resulting solid was filtered and washed with distilled water and dried to give the title compound (2.75 g).
  • 7
  • [ 957230-68-1 ]
  • [ 957230-70-5 ]
YieldReaction ConditionsOperation in experiment
Step 2: Synthesis of Compound (C) as Described in the General Reaction Scheme; 3,6-Dibromo-pyrazin-2-ylamine Diphenylphosphorylazide (2.59 1 mL, 12 mmol) and triethylamine (1.67 mL, 12 mmol) are added to a solution of 3,6-dibromo-pyrazin-2-carboxylic acid (3.52 g, 12 mmol) in t-butanol (90 mL). The reaction is heated at reflux for 18 hours. The reaction is quenched with water, then concentrated in vacuo and taken up in DCM. The organic solution is washed with water and 1N NaOH, dried over MgSO4 and concentrated in vacuo. The resultant solid is filtered through a pad of silica using EtOAc, then concentrated and TFA:DCM (4:1, 12 mL) is added to the solid and stirred for 30 min. The solution is concentrated in vacuo then neutralised with 1N NaOH and extracted with DCM. The organic layer is dried over anhydrous MgSO4 and concentrated in vacuo to give the product. 1H NMR (250 MHz, DMSO-d6) delta (ppm) 7.25 (br s, 2H), 7.68 (s, 1H); m/z (APCI) 254 (M+H)+; m.p 135-139 C.
Step 2: Synthesis of Intermediate 1a as described in the general reaction scheme; 3,6-Dibromo-pyrazin-2-ylamine Diphenylphosphorylazide (2.59 mL, 12 mmol) and triethylamine (1.67 mL, 12 mmol) are added to a solution of 3,6-dibromo-pyrazin-2-carboxylic acid (3.52 g, 12 mmol) in t-butanol (90 mL). The reaction is heated at reflux for 18 hours. The reaction is quenched with water, then concentrated in vacuo and taken up in DCM. The organic solution is washed with water and 1N NaOH, dried over anhydrous MgSO4 and concentrated in vacuo. The resultant solid is filtered through a pad of silica using EtOAc, then concentrated and TFA:DCM (4:1, 12 mL) is added to the solid and stirred for 30 min. The solution is concentrated in vacuo then neutralised with 1N NaOH and extracted with DCM. The organic layer is dried over anhydrous MgSO4 and concentrated in vacuo to give the product. 1H NMR (250 MHz, DMSO-d6) ppm 7.25 (br s, 2H), 7.68 (s, 1H); m/z (APCI) 254 (M+H)+; m.p 135-139 C.
  • 8
  • [ 957230-70-5 ]
  • [ 1066-54-2 ]
  • [ 1270496-88-2 ]
YieldReaction ConditionsOperation in experiment
51% With triethylamine;copper(l) iodide; In tetrahydrofuran; at 0 - 20℃; for 2h;Inert atmosphere; The bromopyrazine (3 g, 11.87 mmol) was dissolved in THF (60 mL) and the resultant solution was purged with argon. Triethylamine (1.44 g, 14.24 mmol), CuI (180 mg) and PdCl-(PPh3)2 (83 mg, 0.118 mmol) were added. The reaction mixture was cooled to 0 C. Trimethylsilylacetylene (1.28 g, 13.05 mmol) was slowly added and the reaction was left to warm up to rt for 2 h. The reaction mixture was diluted with water and filtered through celite. The crude mixture was extracted three times with EtOAc. The organic layer was separated, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient to afford 3.3 g (51%) of alkyne as a yellow solid.
  • 9
  • [ 1082843-68-2 ]
  • [ 957230-70-5 ]
YieldReaction ConditionsOperation in experiment
Diphenylphosphoryl azide (488 mg, 1.77 mmol) and triethylamine (180 mg, 1.77 mmol) were added to a solution of the acid (500 mg, 1.77 mmol) in tert-butanol (12 mL). The reaction mixture was stirred at reflux for 18 h and then quenched with water. The volatiles were removed under reduced pressure. The residue was dissolved in 4:1 TFA/DCM (5 mL) and stirred at rt for 1 h. The volatiles were removed under reduced pressure. The residue was dissolved in DCM and washed with 1N aq. NaOH. The combined organic extracts were dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient to afford 120 mg (27%) of bromoanisol as a colorless oil. MS m/z (ES): 253 (M+H)+.
  • 10
  • [ 1301613-77-3 ]
  • [ 957230-70-5 ]
YieldReaction ConditionsOperation in experiment
With bromine; potassium hydroxide; In water; at -5 - 15℃; for 1.08333h; Step 4: Synthesis of Intermediate 1aTo a stirred solution of potassium hydroxide (130 g, 2.314 M) in water (1.3 L) at -5 C. is added bromine (23.7 mL, 463 mM) over 0.5-1 h. Intermediate D' (100 g, 356 mM) is added to the reaction mixture and stirred for 15 min at -5 C. The temperature of the reaction mixture is raised to 15 C. over 20 min and stirred at this temperature for an additional 30 min. The resulting solid is separated by filtration, washed with water (50 mL×3) and dried at 50-55 C. under vacuum to afford crude Intermediate 1a.Intermediate 1a (51 g) is heated in a 10% aq. solution of potassium hydroxide (510 mL) at 70 C. for 2 hrs, then cooled to 30 C., and the solid is filtered. The cake is washed with water (25 mL×2) and dried to afford clean Intermediate 1a.
  • 11
  • C5HBr2N5O [ No CAS ]
  • [ 957230-70-5 ]
  • 12
  • [ 957230-70-5 ]
  • 2-fluoro-5-methoxyphenylboronic acid [ No CAS ]
  • 6-bromo-3-(2-fluoro-5-methoxyphenyl)pyrazin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In methanol; water; toluene; at 50℃; for 72h;Inert atmosphere; A. 6-Bromo-3-(2-fluoro-5-methoxyphenyl)pyrazin-2-amine, 1a (0234) (0235) A mixture of <strong>[957230-70-5]3,6-dibromopyrazin-2-amine</strong> (8.5 g, 34 mmol), (2-fluoro-5-methoxyphenyl)boronic acid (5.1 g, 30 mmol), Pd(PPh3)4 (3.1 g, 2.7 mmol), Na2CO3 (2M aqueous solution, 33 mL, 67 mmol), toluene (132 mL) and methanol (33 mL) was stirred for 72 h at 50 C. under N2. The reaction mixture was allowed to cool to RT and treated with 500 mL of H2O. The resulting mixture was extracted with EtOAc (3×500 mL). The organic layers were combined, dried (Na2SO4) and concentrated. The residue obtained was purified by flash chromatography on silica gel (EtOAc/petroleum ether 1:5-1:2 v/v) to obtain the title compound 1a. Mass Spectrum (LCMS, ESI pos.): Calcd. for C11H9BrFN3O: 298.0 (M+H)+; found: 298.0.
  • 13
  • [ 957230-70-5 ]
  • 2,5-dibromo-3-fluoropyrazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrafluoroboric acid; sodium nitrite; at 0 - 20℃; for 2h; Specifically for weighing <strong>[957230-70-5]2-amino-3,6-dibromopyrazine</strong>2.53g and NaNO21.38g in a 100ml round bottom flask,425 ml of HBF was slowly added dropwise thereto at 0 C, and the reaction was performed at 20 C for 2 hours.The reaction mixture was washed with water and extracted three times with dichloromethane.The organic phase was collected.The obtained organic phase was purified by silica gel column chromatography,This gave 2,5-dibromo-3-fluoropyrazine.Then, 140 mg of the obtained 2,5-dibromo-3-fluoropyrazine, 523 mg of 4- (diphenylamino) phenylboronic acid pinacol ester, and 119 mg of bis (triphenylphosphine) palladium (II) dichloride were taken.142 mg of tetrabutylammonium bromide was placed in a 50 ml reaction tube, 5 ml of K2CO3 solution (6 mol / L) and 10 ml of toluene were added under N2 protection, and the reaction was performed at 85 C. for 24 h.The reaction product was washed with water and extracted three times with dichloromethane, and the organic phase was collected.Purified by silica gel column chromatography.54 mg of 4,4 '-(3-fluoropyrazine-2,5-diyl) bis (N, N-diphenylaniline) was obtained as a yellow solid.
  • 14
  • [ 36768-62-4 ]
  • [ 957230-70-5 ]
  • 5-bromo-N2-(2,2,6,6-tetramethylpiperidin-4-yl)pyrazine-2,3-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With N-ethyl-N,N-diisopropylamine; In ethanol; at 180℃; for 3.5h;Microwave irradiation; Step 1: To a solution of <strong>[957230-70-5]3,6-dibromopyrazin-2-amine</strong> (504 mg, 2 mmol) and 2, 2,6,6-tetramethylpiperidin-4-amine (0.35 mL, 2 mmol) in EtOH (2 mL) was added DIEA (0.38 mL, 2 mmol). The reaction mixture was subjected to microwave irradiation at 180 C for 3.5 h. The reaction mixture was cooled and concentrated. The residue was purified by silica gel column chromatography eluting with a MeOH (2.5% NH40H)/CH2Cl2 gradient (0-30% MeOH/NH4OH) to provide 5-bromo-N2-(2, 2, 6, 6-tetramethylpiperidin-4-yl)pyrazine-2, 3-diamine (0.35 g, 54%). MS m/z 328.0, 330.0 [M+H]+.
 

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Technical Information

Categories

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[ 957230-70-5 ]

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