* 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.
With bis-triphenylphosphine-palladium(II) chloride; potassium acetate In 1,4-dioxane for 3 h; Reflux
Reaction 1-1 (19.48 g, 89 mmol) was added sequentially to a 1 L round bottom flask.Bis(pinacolato)diboron(27 g, 106 mmol), bis(triphenylphosphine)palladium dichloride (3.1 g, 4.45 mmol), potassium acetate (KOAc) (22 g, 222 mmol) and 1,4-Dioxane (445 mL) was stirred with stirring to reflux. After 3 hours, the mixture was extracted with methylene chloride and distilled water. After that, Intermediate 1-1 (13.08 g, 60percent) was obtained by column chromatography.
Reference：
[1] Patent: CN108383842, 2018, A, . Location in patent: Paragraph 0056; 0057; 0059
2
[ 5467-74-3 ]
[ 7697-37-2 ]
[ 74386-13-3 ]
Reference：
[1] Journal of the American Chemical Society, [2] Journal of the American Chemical Society, 1932, vol. 54, p. 4415 - 4424
[3] , Gmelin Handbook: B: B-Verb.13, 4.7.2.4, page 203 - 209,
3
[ 5467-74-3 ]
[ 74386-13-3 ]
Reference：
[1] Journal of the American Chemical Society, 1932, vol. 54, p. 4415,4418
4
[ 18620-02-5 ]
[ 74386-13-3 ]
Reference：
[1] Journal of the American Chemical Society, 1932, vol. 54, p. 4415,4418
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; In toluene; for 12.0h;
Pd(dba)3 (0.03 eq), (t-13u)3P (0.06 eq), and toluene (0.1 M) were added to a flask containing a starting material (i.e., Cz) and Compound A-i to form a mixture. About 12 hours later, the mixture was cooled to room temperature, and then, was extracted using methylene chloride (MC) and washed out with distilled water. The washed mixture was dried using Mg504 and concentrated under a reduced pressure. The resultant residues obtained therefrom were separated by column chromatography (hereinafter, ?colunm?), so as to obtain Intermediate 1-i (yield: 6 8%). The resulting compound was identified by high resolution mass spectrometry (HRMS). HRMS for C18H13BN204 [M]+: calcd: 332.12. found: 331.
With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; for 3h;Reflux;
Reaction 1-1 (19.48 g, 89 mmol) was added sequentially to a 1 L round bottom flask.Bis(pinacolato)diboron(27 g, 106 mmol), bis(triphenylphosphine)palladium dichloride (3.1 g, 4.45 mmol), potassium acetate (KOAc) (22 g, 222 mmol) and 1,4-Dioxane (445 mL) was stirred with stirring to reflux. After 3 hours, the mixture was extracted with methylene chloride and distilled water. After that, Intermediate 1-1 (13.08 g, 60%) was obtained by column chromatography.
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In water; toluene; at 90.0℃;Inert atmosphere;
0.10 mol of intermediate 1-1, 0.10 mol of diiodoaniline and 7.0 g of tetrakistriphenylphosphine palladium were added to the reaction flask, and 600 mL of toluene and an aqueous solution of sodium carbonate (2N, 250 mL) were added, and the oil bath was protected under nitrogen.The reaction is carried out at 90 C.overnight. The reaction system was cooled, liquid-separated, and the toluene was sparged. The residue obtained was dissolved in dichloromethane, then an equivalent amount of petroleum ether was added, and the mixture was passed through a silica gel funnel with methylene chloride: petroleum ether = 1:2 ( Flush) until no product points out, collect the filtrate, and spinDry solvent gave Intermediate 2-1 (0.081 mol, y = 81%).
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
