Home Cart 0 Sign in  

[ CAS No. 1262860-51-4 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 1262860-51-4
Chemical Structure| 1262860-51-4
Structure of 1262860-51-4 *Storage: {[proInfo.prStorage]}

Quality Control of [ 1262860-51-4 ]

Related Doc. of [ 1262860-51-4 ]

SDS
Alternatived Products of [ 1262860-51-4 ]
Alternatived Products of [ 1262860-51-4 ]

Product Details of [ 1262860-51-4 ]

CAS No. :1262860-51-4MDL No. :MFCD26398572
Formula : C8H6F2N2O Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :184.14Pubchem ID :-
Synonyms :

Computed Properties of [ 1262860-51-4 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 1262860-51-4 ]

Signal Word:Class:
Precautionary Statements:UN#:
Hazard Statements:Packing Group:

Application In Synthesis of [ 1262860-51-4 ]

  • Downstream synthetic route of [ 1262860-51-4 ]

[ 1262860-51-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 228867-86-5 ]
  • [ 1895-39-2 ]
  • [ 1262860-51-4 ]
YieldReaction ConditionsOperation in experiment
49% With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; A mixture of C36 (5.70 g, 42.5 mmol), sodium chlorodifluoroacetate (13.0 g, 85.3 mmol), and potassium carbonate (17.6 g, 127 mmol) in /V,/V-dimethylformamide (175 mL) was stirred for 30 minutes at 100 C. The reaction mixture was then diluted with ethyl acetate (400 mL), and sequentially washed with saturated aqueous ammonium chloride solution (3 x 200 mL) and saturated aqueous sodium chloride solution (3 x 200 mL). The combined aqueous layers were extracted with ethyl acetate (200 mL), and the combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 5% to 15% ethyl acetate in petroleum ether) provided the product as a colorless oil. Yield: 3.9 g, 21 mmol, 49%.1H NMR (400 MHz, CDCI3) delta 8.39 (br d, J=2.1 Hz, 1 H), 7.43-7.47 (m, 1 H), 6.64 (t, JHF=71 .5 HZ, 1 H), 2.59 (s, 3H).
49% With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; A mixture of C30 (5.70 g, 42.5 mmol), sodium chlorodifluoroacetate (13.0 g, 85.3 mmol), and potassium carbonate (17.6 g, 127 mmol) in /V,/V-dimethylformamide (175 mL) was stirred for 30 minutes at 100 C. The reaction mixture was then diluted with ethyl acetate (400 mL), and sequentially washed with saturated aqueous ammonium chloride solution (3 x 200 mL) and saturated aqueous sodium chloride solution (3 x 200 mL). The combined aqueous layers were extracted with ethyl acetate (200 mL), and the combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 5% to 15% ethyl acetate in petroleum ether) provided the product as a colorless oil. Yield: 3.9 g, 21 mmol, 49%.1H NMR (400 MHz, CDCIs) delta 8.39 (br d, J=2.1 Hz, 1 H), 7.47-7.43 (m, 1 H), 6.64 (t, JHF=71 .5 Hz, 1 H), 2.59 (s, 3H).
49% With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; A mixture of <strong>[228867-86-5]5-hydroxy-3-methylpicolinonitrile</strong> (049) (5.70 g, 42.5 mmol), sodiumchlorodifluoroacetate (13.0 g, 85.3 mmol), and potassium carbonate (17.6 g, 127 mmol)in N,N-dimethylformamide (175 mL) was stirred for 30 minutes at 100 C. The reactionmixture was then diluted with ethyl acetate (400 mL), and sequentially washed withsaturated aqueous ammonium chloride solution (3 x 200 mL) and saturated aqueoussodium chloride solution (3 x 200 mL). The combined aqueous layers were extractedwith ethyl acetate (200 mL), and the combined organic layers were dried over sodiumsulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 5% to 15% ethyl acetate in petroleum ether) provided 5-(difluoromethoxy)-3- methylpicolinonitrile as a colorless oil. Yield: 3.9 g, 21 mmcl, 49%. 1H NMR (400 MHz, ODd3) 68.39 (brd, J=2.1 Hz, 1H), 7.43-7.47 (m, 1H), 6.64 (t, JHF=71.5 Hz, 1H), 2.59 (s,3H).
49% With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; A mixture of C71 (5.70 g, 42.5 mmol), sodium chlorodifluoroacetate (13.0 g, 85.3 mmol), and potassium carbonate (17.6 g, 127 mmol) in N,N-dimethylformamide (175 mL) was stirred for 30 minutes at 100 C. The reaction mixture was then diluted with ethyl acetate (400 mL), and sequentially washed with saturated aqueous ammonium chloride solution (3 x 200 mL) and saturated aqueous sodium chloride solution (3 x 200mL). The combined aqueous layers were extracted with ethyl acetate (200 mL), and the combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 5% to 15% ethyl acetate in petroleum ether) provided the product as a colorless oil. Yield: 3.9 g, 21 mmol, 49%. 1H NMR (400 MHz, CDCI3) oe 8.39 (br d, J=2.1 Hz, 1H), 7.47-7.43 (m, 1H), 6.64 (t, JHF=71.5 Hz, 1H),2.59 (5, 3H).
With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; A solution of <strong>[228867-86-5]5-hydroxy-3-methyl-pyridine-2-carbonitrile</strong> (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2CO3 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100 C. The reaction mixture was diluted with EtOAc and washed with saturated aqueous NH4Cl soln. and brine. The aqueous layers were reextracted with EtOAc, the combined organic layers dried over Na2SO4, filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane/EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40).HPLC RtH10=0.87 min; ESIMS: 185 [(M+H)+];1H NMR (400 MHz, CDCl3): 8.40 (d, 1H), 7.45 (d, 1H), 6.64 (t, 1H), 2.61 (s, 3H).
With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; Acid-1 : 5-Difluoromethoxy-3-methyl-pyridine-2-carboxylic acid a) 5-Difluoromethoxy-3-methyl-pyridine-2-carbonitrile A solution of <strong>[228867-86-5]5-hydroxy-3-methyl-pyridine-2-carbonitrile</strong> (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2C03 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100 C. The reaction mixture was diluted with EtOAc and washed with sat. aq. NH4CI soln. and brine. The aq. layers were reextracted with EtOAc, the combined organic layers dried over Na2S04 , filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane / EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40).UPLC RtH7 = 0.87 min; ESIMS: 185 [(M+H)+J;1H NMR (400 MHz, CDCI3): 8.40 (d, 1 H), 7.45 (d, 1 H), 6.64 (t, 1 H), 2.61 (s, 3H).
With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; Acid-15: 5-Difluoromethoxy-3-methyl-pyridine-2-carboxylic acid; a) 5-Difluoromethoxy-3-methyl-pyridine-2-carbonitrile; A solution of <strong>[228867-86-5]5-hydroxy-3-methyl-pyridine-2-carbonitrile</strong> (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2C03 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100 C. The reaction mixture was diluted with EtOAc and washed with sat. aq. NH4CI soln. and brine. The aq. layers were reextracted with EtOAc, the combined organic layers dried over Na2S04 , filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane / EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40).HPLC Rtmo = 0.87 min; ESIMS: 185 [(M+H)+];1H NMR (400 MHz, CDCI3): 8.40 (d, 1 H), 7.45 (d, 1 H), 6.64 (t, 1 H), 2.61 (s, 3H).
With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; a) 5-Difluoromethoxy-3-methyl-pyridine-2-carbonitrile A solution of <strong>[228867-86-5]5-hydroxy-3-methyl-pyridine-2-carbonitrile</strong> (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2CO3 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100 C. The reaction mixture was diluted with EtOAc and washed with saturated aqueous NH4Cl soln. and brine. The aqueous layers were reextracted with EtOAc, the combined organic layers dried over Na2SO4, filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane/EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40). HPLC RtH10=0.87 min; ESIMS: 185 [(M+H)+]; 1H NMR (400 MHz, CDCl3): 8.40 (d, 1H), 7.45 (d, 1H), 6.64 (t, 1H), 2.61 (s, 3H).
With potassium carbonate; In N,N-dimethyl-formamide; a) 5-Difluoromethoxy-3-methyl-pyridine-2-carbonitrile A solution of <strong>[228867-86-5]5-hydroxy-3-methyl-pyridine-2-carbonitrile</strong> (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2CO3 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100 C. The reaction mixture was diluted with EtOAc and washed with saturated aqueous NH4Cl soln. and brine. The aqueous layers were reextracted with EtOAc, the combined organic layers dried over Na2SO4, filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane/EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40). HPLC RtH10=0.87 min; ESIMS: 185 [(M+H)+]; 1H NMR (400 MHz, CDCl3): 8.40 (d, 1H), 7.45 (d, 1H), 6.64 (t, 1H), 2.61 (s, 3H).

Historical Records