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Chemistry
Organic Building Blocks
Aryls
(4-Bromo-3-methoxyphenyl)methanamine
Chemistry
Organic Building Blocks
Aryls
Amines Bromides Ethers Benzene Compounds

[ CAS No. 1261448-82-1 ] {[proInfo.proName]}

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Chemical Structure| 1261448-82-1
Chemical Structure| 1261448-82-1
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Quality Control of [ 1261448-82-1 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 1261448-82-1 ]

Product Details of [ 1261448-82-1 ]

CAS No. :1261448-82-1 MDL No. :MFCD18391890
Formula : C8H10BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 216.08 Pubchem ID :-
Synonyms :

Safety of [ 1261448-82-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1261448-82-1 ]

* 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 [ 1261448-82-1 ]

[ 1261448-82-1 ] Synthesis Path-Downstream   1~12

YieldReaction ConditionsOperation in experiment
62% With sodium tetrahydroborate; cobalt(II) chloride In methanol at 0 - 20℃; for 1.33333h; Inert atmosphere; 77 (4-Bromo-2-methoxy-phenyl)methanamine General procedure: Following general procedure Q, 4-bromo-2-methoxybenzonitrile (108 mg, 0.51 mmol) gave (4-bromo- 2-methoxy-phenyl)methanamine (67.2 mg, 0.31 mmol, 61 % yield). NMR (500 MHz, CDCI3, δ): 7.12-7.02 (m, 2H), 7.00-6.96 (m, 1 H), 3.84 (s, 3H), 3.77 (s, 2H). To a solution of cobalt (II) chloride (1 eq.) and nitrile derivative (1 eq.) in anhydrous MeOH (0.05 M), cooled to 0 °C under a nitrogen atmosphere, was added sodium borohydride (10 eq) portion wise over 10 min. The reaction mixture was then stirred for 20 min at 0 °C and then stirred for a further 60 min at room temperature, quenched with an aqueous solution of ammonium chloride, and allowed to stand overnight. Most of methanol was removed under reduced pressure and the remaining aqueous mixture was diluted with water and washed with Ε2θ (x 2). The aqueous layer was basified to pH = 12 with 1 M NaOH and extracted with CHC (* 3). The combined organics were dried (phase separator) and concentrated to give the desired amine.
  • 2
  • [ 16034-46-1 ]
  • [ 1261448-82-1 ]
  • [ 2292124-59-3 ]
YieldReaction ConditionsOperation in experiment
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 80℃;
Reference： [1]Le, Thuy G.; Kundu, Abhijit; Ghoshal, Atanu; Nguyen, Nghi H.; Preston, Sarah; Jiao, Yaqing; Ruan, Banfeng; Xue, Lian; Huang, Fei; Keiser, Jennifer; Hofmann, Andreas; Chang, Bill C. H.; Garcia-Bustos, Jose; Jabbar, Abdul; Wells, Timothy N. C.; Palmer, Michael J.; Gasser, Robin B.; Baell, Jonathan B. [Journal of Medicinal Chemistry, 2018, vol. 61, # 23, p. 10875 - 10894]
  • 3
  • [ 1261448-82-1 ]
  • [ 2307475-89-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 80 °C 2: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 110 °C / Sealed tube; Microwave irradiation
Reference： [1]Le, Thuy G.; Kundu, Abhijit; Ghoshal, Atanu; Nguyen, Nghi H.; Preston, Sarah; Jiao, Yaqing; Ruan, Banfeng; Xue, Lian; Huang, Fei; Keiser, Jennifer; Hofmann, Andreas; Chang, Bill C. H.; Garcia-Bustos, Jose; Jabbar, Abdul; Wells, Timothy N. C.; Palmer, Michael J.; Gasser, Robin B.; Baell, Jonathan B. [Journal of Medicinal Chemistry, 2018, vol. 61, # 23, p. 10875 - 10894]
  • 4
  • [ 1261448-82-1 ]
  • [ 2287194-85-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 80 °C 2: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 110 °C / Sealed tube; Microwave irradiation 3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 110 °C / Microwave irradiation; Sealed tube
Reference： [1]Le, Thuy G.; Kundu, Abhijit; Ghoshal, Atanu; Nguyen, Nghi H.; Preston, Sarah; Jiao, Yaqing; Ruan, Banfeng; Xue, Lian; Huang, Fei; Keiser, Jennifer; Hofmann, Andreas; Chang, Bill C. H.; Garcia-Bustos, Jose; Jabbar, Abdul; Wells, Timothy N. C.; Palmer, Michael J.; Gasser, Robin B.; Baell, Jonathan B. [Journal of Medicinal Chemistry, 2018, vol. 61, # 23, p. 10875 - 10894]
  • 5
  • [ 24424-99-5 ]
  • [ 1261448-82-1 ]
  • [ 2270209-86-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine In dichloromethane at 0 - 20℃; for 0.0833333h; P9 tert-Butyl (4-bromo-3-methoxybenzyl Carbamate (P9) A solution of Boc20 (1.70 g, 7.80 mmol) in CH2C2(10 mL) was added to a suspension of (4- bromo-3-methoxyphenyl)methanamine (1.70 g, 7.80 mmol) and Et3N (1 .60 g, 15.6 mmol) in CH2CI2(20 mL) for 5 min at 0°C under a CaCl2tube. The mixture was stirred overnight at rt, diluted with H2O (500 mL) and the organic layer was separated. The aq. layer was extracted with CHCI3(3 x 50 mL). The combined organic layer was washed with H2O (50 mL) and brine (50 mL), dried over Na2SO4, filtered, concentrated and purified by FCC (PE:EA = 10:1 ) to give compound P9 as a white solid.
Reference： [1]Current Patent Assignee: PHENEX FXR - WO2019/16269, 2019, A1 Location in patent: Page/Page column 69
  • 6
  • [ 1253787-68-6 ]
  • [ 1261448-82-1 ]
YieldReaction ConditionsOperation in experiment
With glacial acetic acid; zinc at 70℃; for 2h;
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 7
  • [ 1261448-82-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate; triethylamine / acetonitrile / 0.5 h / 20 °C 1.2: 20 °C 2.1: triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 16 h / 160 °C / Sealed tube 3.1: hydroxyamino hydrochloride; potassium hydroxide / methanol / 0.5 h / 20 °C
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 8
  • [ 1261448-82-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate; triethylamine / acetonitrile / 0.5 h / 20 °C 1.2: 20 °C 2.1: triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 16 h / 160 °C / Sealed tube
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 9
  • [ 1261448-82-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate; triethylamine / acetonitrile / 0.5 h / 20 °C 1.2: 20 °C 2.1: triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 16 h / 160 °C / Sealed tube 3.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C 4.1: hydroxyamino hydrochloride; potassium hydroxide / methanol / 0.5 h / 20 °C
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 10
  • [ 1261448-82-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate; triethylamine / acetonitrile / 0.5 h / 20 °C 1.2: 20 °C 2.1: triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 16 h / 160 °C / Sealed tube 3.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 11
  • [ 1096880-75-9 ]
  • [ 1261448-82-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Stage #1: 5-fluoro-2-morpholino-benzoic acid With triethylamine; O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate In acetonitrile at 20℃; for 0.5h; Stage #2: (4-bromo-3-methoxyphenyl)methanamine In acetonitrile at 20℃;
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]
  • 12
  • [ 43192-34-3 ]
  • [ 1261448-82-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydroxyamino hydrochloride; anhydrous Sodium acetate / methanol / 20 °C 2: zinc; glacial acetic acid / 2 h / 70 °C
Reference： [1]Zhu, Huajian; Tan, Yuchen; He, Chen; Liu, Yang; Duan, Yiping; Zhu, Wenjian; Zheng, Tiandong; Li, Dahong; Xu, Jinyi; Yang, Dong-Hua; Chen, Zhe-Sheng; Xu, Shengtao [Journal of Medicinal Chemistry, 2022, vol. 65, # 16, p. 11187 - 11213]

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