Home Cart 0 Sign in  

[ CAS No. 1123169-25-4 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 1123169-25-4
Chemical Structure| 1123169-25-4
Structure of 1123169-25-4 *Storage: {[proInfo.prStorage]}

Quality Control of [ 1123169-25-4 ]

Related Doc. of [ 1123169-25-4 ]

SDS
Alternatived Products of [ 1123169-25-4 ]
Alternatived Products of [ 1123169-25-4 ]

Product Details of [ 1123169-25-4 ]

CAS No. :1123169-25-4MDL No. :MFCD12198437
Formula : C5H5BrN2O Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :189.01Pubchem ID :14118999
Synonyms :

Computed Properties of [ 1123169-25-4 ]

TPSA : 32.7 H-Bond Acceptor Count : 2
XLogP3 : 0.6 H-Bond Donor Count : 0
SP3 : 0.20 Rotatable Bond Count : 0

Safety of [ 1123169-25-4 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1123169-25-4 ]

  • Downstream synthetic route of [ 1123169-25-4 ]

[ 1123169-25-4 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 1123169-25-4 ]
  • [ 1352152-00-1 ]
  • [ 1352152-12-5 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate;dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In water; acetonitrile; at 80.0℃; for 0.833333h;Inert atmosphere; (i) (S)-tert- uty l-(l-amino-3-(4-(l-methyl-6-oxo-l,6-dihydropyridazin-3-yl)ph oxopropan-2-ylcarbamoyl)cyclohexylcarbamatePotassium carbonate (276 mg) in water (1 mL) was added to (S)-tert-butyl 1-(1 -amino- 1-oxo- 3-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)propan-2- ylcarbamoyl)cyclohexylcarbamate (Example 8, step (i) 515 mg), 6-bromo-2-methylpyridazin- 3(2H)-one (189 mg) and 1,1 ¾z5(di-tert-butylphosphino)ferrocene palladium dichloride (50 mg) in degassed acetonitrile (6 mL) at 20C under nitrogen. The resulting solution was stirred at 80C for 50 mins. The reaction mixture was cooled, filtered and diluted with ethyl acetate, and washed with water. The combined organic phases were dried over magnesium sulfate, filtered and evaporated to afford crude product which was purified chromatography on silica eluting with a gradient of methanol in ethyl acetate. Pure fractions were evaporated to dryness to afford the subtitled compound (385 mg).1H NMR (500 MHz, DMSO) delta 8.02 (d, IH), 7.76 (d, 2H), 7.52 (d, IH), 7.28 (d, 2H), 7.24 (s, IH), 7.22 (s, IH), 7.03 (d, IH), 6.96 (s, IH), 4.48 - 4.40 (m, IH), 3.73 (s, 3H), 3.16 (d, IH), 2.95 (dd, IH), 1.78 - 1.63 (m, 3H), 1.48 - 1.37 (m, 4H), 1.35 (s, 9H), 1.31 - 1.20 (m, 2H), 1.15 - 1.07 (m, IH). m/e (APCI+) 498 [M+H]+
  • 2
  • [ 1123169-25-4 ]
  • 6-(5-hydroxy-2,3-dihydro-1H-isoindol-2-yl)-2-methyl-2,3-dihydropyridazin-3-one [ No CAS ]
  • 3
  • [ 1123169-25-4 ]
  • 6-{5-[(5-methoxypyridin-2-yl)methoxy]-2,3-dihydro-1H-isoindol-2-yl}-2-methyl-2,3-dihydropyridazin-3-one [ No CAS ]
  • 4
  • [ 1123169-25-4 ]
  • 5-methoxy-2,3-dihydro-1H-isoindole hydrochloride [ No CAS ]
  • 6-(5-methoxy-2,3-dihydro-1H-isoindol-2-yl)-2-methyl-2,3-dihydropyridazin-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
14% Step 1, Method 4: 6-(5-Methoxy-2,3-dihydro-lH-isoindol-2-yl)-2-methyl-2,3- dihydropyridazin-3-one[0125] 5-Methoxy-2,3-dihydro-lH-isoindole hydrochloride (170 mg, 0.92 mmol), 6- bromo-2-methyl-2,3-dihydropyridazin-3-one (182 mg, 0.96 mmol) and dicaesium carbonate (895.06 mg, 2.75 mmol) were suspended in anhydrous toluene (3 mL) and sonicated under a flow of nitrogen for 5 minutes. Palladium(II) acetate (20.56 mg, 0.09 mmol) and 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (53 mg, 0.09 mmol) were added and the reaction was heated to 100 C for 16 hours. The reaction mixture was cooled to room temperature and filtered through celite. The celite was washed with 10% methanol in dichloromethane and the filtrate was concentrated in vacuo and purified by FCC (silica, 20-100% ethyl acetate in heptane, 0-10% methanol in dichloromethane), SCX and HPLC (acetonitrile/water +0.2% formic acid) to give the title compound, 34 mg (14% yield) as a beige solid. deltaEta NMR (500 MHz, DMSO) 7.30 (d, J = 9.8 Hz, 1H), 7.27 (d, J = 8.3 Hz, 1H), 6.96 (d, J = 2.0 Hz, 1H), 6.92 - 6.84 (m, 2H), 4.63 (s, 2H), 4.59 (s, 2H), 3.76 (s, 3H), 3.53 (s, 3H). Tr(MET-uHPLC-AB-lOl) = 2.56 min, (ES+) (M+H)+ 258.
  • 5
  • [ 268550-48-7 ]
  • [ 1123169-25-4 ]
  • tert-butyl 2-(1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 90.0℃;Sealed tube; To a reaction flask was charged tert-butyl 1-oxo-2, 8-diazaspiro [4.5] decane-8-carboxylate (2.00 g, 7.86 mmol) , 6-bromo-2-methylpyridazin-3 (2H) -one (1.64 mg, 8.65 mmol) , Pd2 (dba) 3 (180 mg, 0.197 mmol) , Xantphos (341 mg, 0.590 mmol) , and Cs2CO3 (5.12 g, 15.7 mmol) . The flask was sealed, degased, and filled with anhydrous dioxane (26 mL) . The reaction mixture was heated at 90 overnight, diluted with EtOAc and DCM, then filtered throughAfter solvent evaporation, the crude product was purified by silica gel column chromatography (0-10 MeOH/DCM as eluent) to afford the title compound.[0436]LC/MS: (M+1) +: 363.0. 1H NMR (500 MHz, CDCl3) , delta 8.50 (d, J 10.0 Hz, 1H) , 6.97 (d, J 10.0 Hz, 1H), 4.02 (br s, 2H) , 3.86 (t, J 7.0 Hz, 2H) , 3.74 (s, 3H) , 3.05-3.00 (m, 2H) , 2.06-2.02 (m, 2H) , 1.98-1.94 (m, 2H) , 1.58-1.50 (m, 2H) , 1.49 (s, 9H) .
  • 6
  • [ 930785-40-3 ]
  • [ 1123169-25-4 ]
  • tert-butyl 4-(1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With {2-[2-(azanidyl-kappaN)ethyl]phenyl-kappaC1}{[2',6'-bis(propan-2-yloxy)biphenyl-2-yl](dicyclohexyl)-lambda5-phosphanyl}chloropalladium; sodium t-butanolate; In tetrahydrofuran; at 80℃;Inert atmosphere; In the reaction vessel RuPhos Indoline Precatalyst (0.058 g, 0.079 mmol) and sodium tert-butoxide (0.305 g, 3.17 mmol) were combined, followed by 6-bromo-2-methylpyridazin-3 (2H) -one (0.300 g, 1.587 mmol) and tert-butyl 1-oxa-4, 9-diazaspiro [5.5] undecane-9-carboxylate (0.488 g, 1.905 mmol) . This mixture was then evacuated and backfilled with N2 (3 times) . Then dry, degassed tetrahydrofuran (7.9 mL) was added to this flask. This mixture was heated at 80 overnight. The mixture was cooled and solvent was removed on a rotavapor. The residue was dissolved in 40 mL of EtOAc and 20 mL of water. After separation, aqueous layer was extracted with EtOAc (20mL x 2) . The organic layers were combined and washed with 20 mL brine. Then it was dried over Na2SO4. Removing solvent gave the crude product, wich was purifed by column chromatography (40g slica gel column, eluted with 100 EtOAc) to afford the title compound. LC-MS (IE, m/z) : 365 (M+1) +.
Historical Records

Related Functional Groups of
[ 1123169-25-4 ]

Bromides

Chemical Structure| 51355-94-3

[ 51355-94-3 ]

6-Bromopyridazin-3(2H)-one

Similarity: 0.85

Chemical Structure| 19064-73-4

[ 19064-73-4 ]

4-Bromophthalazin-1(2H)-one

Similarity: 0.65

Chemical Structure| 1178884-53-1

[ 1178884-53-1 ]

4-Bromo-6-chloro-2-methylpyridazin-3(2H)-one

Similarity: 0.60

Chemical Structure| 115127-23-6

[ 115127-23-6 ]

6-Bromo-[1,2,4]triazolo[4,3-b]pyridazine

Similarity: 0.59

Chemical Structure| 152265-57-1

[ 152265-57-1 ]

7-Bromophthalazin-1(2H)-one

Similarity: 0.57

Amides

Chemical Structure| 51355-94-3

[ 51355-94-3 ]

6-Bromopyridazin-3(2H)-one

Similarity: 0.85

Chemical Structure| 504-30-3

[ 504-30-3 ]

Pyridazin-3(2H)-one

Similarity: 0.66

Chemical Structure| 13327-27-0

[ 13327-27-0 ]

6-Methylpyridazin-3(2H)-one

Similarity: 0.65

Chemical Structure| 19064-73-4

[ 19064-73-4 ]

4-Bromophthalazin-1(2H)-one

Similarity: 0.65

Chemical Structure| 1114563-59-5

[ 1114563-59-5 ]

6-Chloro-2,5-dimethylpyridazin-3(2H)-one

Similarity: 0.63

Related Parent Nucleus of
[ 1123169-25-4 ]

Pyridazines

Chemical Structure| 51355-94-3

[ 51355-94-3 ]

6-Bromopyridazin-3(2H)-one

Similarity: 0.85

Chemical Structure| 504-30-3

[ 504-30-3 ]

Pyridazin-3(2H)-one

Similarity: 0.66

Chemical Structure| 13327-27-0

[ 13327-27-0 ]

6-Methylpyridazin-3(2H)-one

Similarity: 0.65

Chemical Structure| 1114563-59-5

[ 1114563-59-5 ]

6-Chloro-2,5-dimethylpyridazin-3(2H)-one

Similarity: 0.63

Chemical Structure| 54709-94-3

[ 54709-94-3 ]

5-Methylpyridazin-3(2H)-one

Similarity: 0.63