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Chemistry
Organometallic Reagents
Organoboron
(2-Methyl-2H-indazol-6-yl)boronic acid
Chemistry
Organometallic Reagents
Heterocyclic Building Blocks
Organoboron
Indazoles

[ CAS No. 1001907-57-8 ]

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Chemical Structure| 1001907-57-8
Chemical Structure| 1001907-57-8
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Quality Control of [ 1001907-57-8 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
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Product Details of [ 1001907-57-8 ]

CAS No. :1001907-57-8 MDL No. :MFCD09870057
Formula : C8H9BN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :JADBVQWCMHPPQA-UHFFFAOYSA-N
M.W :175.98 Pubchem ID :44630579
Synonyms :

Safety of [ 1001907-57-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1001907-57-8 ]

* 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 [ 1001907-57-8 ]

[ 1001907-57-8 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 1001907-57-8 ]
  • [ 916451-11-1 ]
  • C33H37N5O5Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In water; acetonitrile
Reference： [1]Location in patent: scheme or table Yu, Wensheng; Tong, Ling; Kim, Seong Heon; Wong, Michael K.C.; Chen, Lei; Yang, De-Yi; Shankar, Bandarpalle B.; Lavey, Brian J.; Zhou, Guowei; Kosinski, Aneta; Rizvi, Razia; Li, Dansu; Feltz, Robert J.; Piwinski, John J.; Rosner, Kristin E.; Shih, Neng-Yang; Siddiqui, M. Arshad; Guo, Zhuyan; Orth, Peter; Shah, Himanshu; Sun, Jing; Umland, Shelby; Lundell, Daniel J.; Niu, Xiaoda; Kozlowski, Joseph A. [Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5286 - 5289]
  • 2
  • [ 1001907-57-8 ]
  • 4-bromo-1-isopropyl-7-methyl-N-((6-methyl-2-oxo-4-propyl-1,2-dihydropyridin-3-yl)methyl)-1H-indole-6-carboxamide [ No CAS ]
  • 1-isopropyl-7-methyl-N-((6-methyl-2-oxo-4-propyl-1,2-dihydropyridin-3-yl)methyl)-4-(2-methyl-2H-indazol-6-yl)-1H-indole-6-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
29% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 80 - 85℃; for 16.5h; Inert atmosphere; 59 Example 59: l-Isopropyl-7-methyl-N-((6-methyl-2-oxo-4-propyl-l,2-dihydropyridin-3-yl)methyl)- 4-(2-methyl-2H-indazol-6-yl)-lH-indole-6-carboxamide To a solution of 4-bromo-l-isopropyl-7-methyl-N-((6-methyl-2-oxo-4-propyl-l,2-dihydro pyridin-3-yl)methyl)-lH-indole-6-carboxamide (Example 30, 300 mg, 0.654 mmol) and (2-methyl-2H-indazol-6-yl)boronic acid (161 mg, 0.916 mmol) in 1,4-dioxane (5 mL) was added water (2.500 mL) and bubbled argon gas for 30 minutes. PdCl2(dppf)-CH2Cl2 adduct (53.4 mg, 0.065 mmol) was added and the reaction mass was stirred at 80-85 °C for 16 h. After completion of reaction, the reaction mixture was cooled to RT, filtered through celite, added water, extracted with ethyl acetate, concentrated and purified by column chromatography (silica gel, 5 % MeOH in chloroform) to obtain the title compound. Yield: 148 mg (29 ); JH NMR (CDC13, 300 MHz): δ 11.48 (s, 1H), 8.35 (s, 1H), 8.08 (s, 1H), 7.78 (d, 1H, J=8.7Hz), 7.71 (s, 1H), 7.62 (s, 1H), 7.29 (d, 1H, J=8.7Hz), 6.98 (s, 1H), 6.55 (s, 1H), 5.88 (s, 1H), 5.20 (m, 1H), 4.31 (s, 2H), 4.18 (s, 3H), 2.68 (s, 3H), 2.10 (s, 3H), 2.03 (m, 2H), 1.54 (m, 2H), 1.48 (d, 6H, J=6.6Hz), 0.95 (t, 3H, J=4.2 Hz); MS (ESI+): m/z 511 (M+l)+; HPLC purity: 88.88 %.
Reference： [1]Current Patent Assignee: PIRAMAL ENTERPRISES LIMITED - WO2015/104677, 2015, A1 Location in patent: Page/Page column 97
  • 3
  • [ 1001907-57-8 ]
  • tert-butyl (S)-2-(((2-chloro-5-iodopyridin-4-yl)amino)methyl)morpholine-4-carboxylate [ No CAS ]
  • C23H28ClN5O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 100℃; for 0.333333h; Microwave irradiation;
Reference： [1]Osborne, James D.; Matthews, Thomas P.; McHardy, Tatiana; Proisy, Nicolas; Cheung, Kwai-Ming J.; Lainchbury, Michael; Brown, Nathan; Walton, Michael I.; Eve, Paul D.; Boxall, Katherine J.; Hayes, Angela; Henley, Alan T.; Valenti, Melanie R.; De Haven Brandon, Alexis K.; Box, Gary; Jamin, Yann; Robinson, Simon P.; Westwood, Isaac M.; Van Montfort, Rob L. M.; Leonard, Philip M.; Lamers, Marieke B. A. C.; Reader, John C.; Aherne, G. Wynne; Raynaud, Florence I.; Eccles, Suzanne A.; Garrett, Michelle D.; Collins, Ian [Journal of Medicinal Chemistry, 2016, vol. 59, # 11, p. 5221 - 5237]
  • 4
  • [ 7342-82-7 ]
  • [ 1001907-57-8 ]
  • 6-(benzo[b]thiophen-3-yl)-2-methyl-2H-indazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
90 %Chromat. With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane In methanol; N,N-dimethyl acetamide at 80℃; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 5
  • [ 1001907-57-8 ]
  • [ 17321-77-6 ]
  • N,N-dimethyl-3-(3-(2-methyl-2H-indazol-6-yl)-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propan-1-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
96 %Chromat. With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In 2-methyltetrahydrofuran; methanol at 80℃; for 18h; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 6
  • [ 49562-28-9 ]
  • [ 1001907-57-8 ]
  • isopropyl 2-methyl-2-(4-(4-(2-methyl-2H-indazol-6-yl)benzoyl)phenoxy)propanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
92 %Chromat. With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In 2-methyltetrahydrofuran; methanol at 80℃; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 7
  • [ 1001907-57-8 ]
  • [ 58-39-9 ]
  • 2-(4-(3-(2-(2-methyl-2H-indazol-6-yl)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
99 %Chromat. With 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In 2-methyltetrahydrofuran; methanol at 80℃; Inert atmosphere; Glovebox; Large scale;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 8
  • [ 10075-51-1 ]
  • [ 1001907-57-8 ]
  • 6-(1-benzyl-1H-indol-5-yl)-2-methyl-2H-indazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane In methanol; N,N-dimethyl acetamide at 80℃; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 9
  • 1-bromo-2,6-difluoro4-methoxybenzene [ No CAS ]
  • [ 1001907-57-8 ]
  • 6-(2,6-difluoro-4-methoxyphenyl)-2-methyl-2H-indazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
76 %Chromat. With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,2-bis-(diphenylphosphino)ethane In 2-methyltetrahydrofuran; methanol at 80℃; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 10
  • [ 59214-70-9 ]
  • [ 1001907-57-8 ]
  • 6-(benzofuran-3-yl)-2-methyl-2H-indazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
93 %Chromat. With nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane In methanol; N,N-dimethyl acetamide at 80℃; Inert atmosphere; Glovebox;
Reference： [1]Goldfogel, Matthew J.; Guo, Xuelei; Meléndez Matos, Jeishla L.; Gurak, John A.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R. [Organic Process Research and Development, 2022, vol. 26, # 3, p. 785 - 794]
  • 11
  • [ 1001907-57-8 ]
  • C22H23BrFN3O3S [ No CAS ]
  • C30H30FN5O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; anhydrous sodium carbonate In 1,4-dioxane; lithium hydroxide monohydrate at 100℃; for 12h; Inert atmosphere; 36.1 first step Compound 21-7 (241 mg, 474 μmol), compound 36-1 (100 mg, 568 μmol) and sodium carbonate (100 mg, 947 μmol) were dissolved in dioxane (8.00 mL) and water (2.00 mL) under nitrogen protection. 1,1-bis(diphenylphosphonium)ferrocene palladium chloride (34.6 mg, 47.3 μmol) was added to the reaction solution, and the reaction solution was stirred at 100° C. for 12 hours. The reaction solution was concentrated under reduced pressure, and the residue was separated and purified by silica gel column chromatography (1/1, petroleum ether/ethyl acetate, Rf=0.29) to obtain compound 36-2.
Reference： [1]Current Patent Assignee: WUXI APPTEC CO., LTD. - WO2022/188709, 2022, A1 Location in patent: Page/Page column 77

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