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Chemical Structure| 38749-76-7 Chemical Structure| 38749-76-7

Structure of 38749-76-7

Chemical Structure| 38749-76-7

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Product Details of [ 38749-76-7 ]

CAS No. :38749-76-7
Formula : C7H8BrN
M.W : 186.05
SMILES Code : CCC1=C(Br)C=NC=C1
MDL No. :MFCD11036137
InChI Key :BJZMHNBXROHGCM-UHFFFAOYSA-N
Pubchem ID :13160533

Safety of [ 38749-76-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H315-H319-H335
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 38749-76-7 ]

* 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 [ 38749-76-7 ]

[ 38749-76-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22245-95-0 ]
  • [ 38749-76-7 ]
  • [ 1365763-23-0 ]
YieldReaction ConditionsOperation in experiment
15.72% With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide; In 1,4-dioxane; at 120℃; for 48h; 7-Chloro-3,4-dihydroisoquinolin-l(2H)-one (I- Id: lOOmg, 0.552mmol) was reacted with 3-bromo-4-ethyl pyridine (133.5mg,0.718mmol), 1,4-dioxane (5mL), copper iodide (10.48mg, 0.0555mmol), /ra «-N,N'-dimethyl-cyclohexyl-l ,2-diamine (7.8mg, O.055mmol) and potassium phosphate (351mg, 1.657mmol for 48 hours at 120C to afford the crude product. Purification by column chromatography on silica gel (50% ethyl acetate in hexane), followed by preparative HPLC afforded 25mg of the product (15.72% yield).1H NMR (CDC13, 400 MuEtazeta):delta 8.52-8.51 (d, IH), 8.44 (s, IH), 8.12-8.11 (d. IH), 7.48-7.44 (dd, IH), 7.36-7.29 (d, IH), 7.24-7.22 (d, IH), 4.04-3.08 (m, IH), 3.77.3.71 (m, IH), 3.34-3.09 (m, 2H), 2.70-2.58 (m, 2H), 1.27-1.20 (m, 3H). LCMS: 100% m/z = 287.1 (M+l). HPLC: 99.54%.
15.72% With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide; In 1,4-dioxane; at 120℃; for 48h; Example 75 Preparation of 7-chloro-2-(4-ethylpyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (75A) 7-Chloro-3,4-dihydroisoquinolin-1(2H)-one (I-1d: 100 mg, 0.552 mmol) was reacted with 3-bromo-4-ethyl pyridine (133.5 mg, 0.718 mmol), 1,4-dioxane (5 mL), copper iodide (10.48 mg, 0.0555 mmol), trans-N,N'-dimethyl-cyclohexyl-1,2-diamine (7.8 mg, 0.055 mmol) and potassium phosphate (351 mg, 1.657 mmol for 48 hours at 120 C. to afford the crude product. Purification by column chromatography on silica gel (50% ethyl acetate in hexane), followed by preparative HPLC afforded 25 mg of the product (15.72% yield). 1H NMR (CDCl3, 400 MHz): delta 8.52-8.51 (d, 1H), 8.44 (s, 1H), 8.12-8.11 (d, 1H), 7.48-7.44 (dd, 1H), 7.36-7.29 (d, 1H), 7.24-7.22 (d, 1H), 4.04-3.08 (m, 1H), 3.77.3.71 (m, 1H), 3.34-3.09 (m, 2H), 2.70-2.58 (m, 2H), 1.27-1.20 (m, 3H). LCMS: 100% m/z=287.1 (M+1). HPLC: 99.54%.
 

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