Production Method 1

955369-63-8

955370-07-7

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 18 h, rt

Reference

Internal Nucleophilic Catalyst Mediated Cyclisation/Ring Expansion Cascades for the Synthesis of Medium-Sized Lactones and Lactams

Lawer, Aggie; Rossi-Ashton, James A.; Stephens, Thomas C.; Challis, Bradley J.; Epton, Ryan G.; et al, Angewandte Chemie, 2019, 58(39), 13942-13947

Production Method 2

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0.5 h, -70 °C
1.2 Solvents: Tetrahydrofuran ;  0.5 h, -70 °C
1.3 Reagents: Sodium borohydride Solvents: Acetic acid ,  Methanol ;  -70 °C; -70 °C → 25 °C; 11 h, 25 °C

Reference

Accelerated Discovery of Macrocyclic CDK2 Inhibitor QR-6401 by Generative Models and Structure-Based Drug Design

Yu, Yang ; Huang, Junhong; He, Hu; Han, Jing; Ye, Geyan; et al, ACS Medicinal Chemistry Letters, 2023, 14(3), 297-304

Production Method 3

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  1 h, -78 °C
1.2 60 min, -78 °C
1.3 Reagents: Sodium borohydride Solvents: Acetic acid ,  Methanol ;  -78 °C → rt; overnight, rt

Reference

Preparation of carbazole and carboline derivatives useful in diagnosis, treatment and prevention of disorders associated with amyloid or amyloid-like proteins

, World Intellectual Property Organization, , ,

Production Method 4

931582-13-7

955370-07-7

Reaction Conditions

1.1 Reagents: 1-Cyclopropylethanol Catalysts: N′′′-(1,1-Dimethylethyl)-N,N′,N′′-tris[tris(dimethylamino)phosphoranylidene]phos… Solvents: Toluene ,  Hexane ;  12 h, 35 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  1 h, rt
1.3 Reagents: Sodium carbonate Solvents: Water ;  neutralized

Reference

A base-catalyzed approach for the anti-Markovnikov hydration of styrene derivatives

Pajk, Spencer P.; Qi, Zisong; Sujansky, Stephen J.; Bandar, Jeffrey S., Chemical Science, 2022, 13(38), 11427-11432

Production Method 5

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  25 min, -78 °C
1.2 30 min, -78 °C
1.3 Reagents: Acetic acid ,  Sodium borohydride Solvents: Methanol ;  overnight, -78 °C; -78 °C → rt

Reference

Preparation of 2,6-diaminopyridine compounds for treating diseases associated with amyloid or amyloid-like proteins, especially ocular diseases

, World Intellectual Property Organization, , ,

Production Method 6

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  rt; 0.5 h, -70 °C
1.2 Solvents: Tetrahydrofuran ;  -70 °C; 0.5 h, -70 °C
1.3 Reagents: Acetic acid ,  Sodium borohydride Solvents: Methanol ;  -70 °C; 11 h, 20 °C

Reference

Pyrazole-cyclopentane-macrolactone derivatives as CDK2 inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 7

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 30 min, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; 30 min, -78 °C
1.3 Reagents: Acetic acid ,  Sodium borohydride Solvents: Methanol ;  -78 °C → rt
1.4 Reagents: Sodium bicarbonate Solvents: Water ;  rt

Reference

Hemilabile Benzyl Ether Enables γ-C(sp3)-H Carbonylation and Olefination of Alcohols

Tanaka, Keita ; Ewing, William R.; Yu, Jin-Quan, Journal of the American Chemical Society, 2019, 141(39), 15494-15497

Production Method 8

955369-63-8

955370-07-7

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Ethanol ;  0 °C; 12 h, rt
1.2 Reagents: Water ;  rt

Reference

Diaminopyrazolo[1,5-a]pyrimidine-6-carbonitrile compounds as adenosine 2a receptor and adenosine 2b receptor antagonist and preparation thereof

, World Intellectual Property Organization, , ,

Production Method 9

5315-25-3

955370-07-7

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  15 min, -78 °C; 30 min, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; 30 min, -78 °C
1.3 Reagents: Acetic acid ,  Sodium borohydride Solvents: Methanol ;  1.5 h, -78 °C → 10 °C
1.4 Solvents: Water

Reference

Preparation of tyrosine derivatives, especially N-(benzoyl)-O-[2-[(pyridin-2-yl)amino]ethyl]-L-tyrosines and related compounds, as α5β1 integrin antagonists for treating solid tumors

, World Intellectual Property Organization, , ,

Production Method 10

1093879-46-9

955370-07-7

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Tetrahydrofuran ;  rt → 0 °C; 0 °C
1.2 Reagents: Boron trifluoride etherate ;  0 °C → rt; 2 h, rt

Reference

2-Aminothiophene-3-carboxamide derivatives as inhibitors of janus kinases and their preparation and use in the treatment of myeloproliferative disorders and cancers

, World Intellectual Property Organization, , ,

Production Method 11

955370-07-7

Reaction Conditions

Reference

Preparation of 2,6-diaminopyridine compounds for treating diseases associated with amyloid proteins, especially ocular diseases

, European Patent Organization, , ,

2-(6-Bromopyridin-2-yl)ethanol Raw materials

• 2-bromo-6-ethenylpyridine
• 2-Bromo-6-methylpyridine
• Ethyl 2-(6-bromopyridin-2-YL)acetate
• 2-(6-bromo-2-pyridyl)acetic acid

2-(6-Bromopyridin-2-yl)ethanol Preparation Products

• 2-(6-Bromopyridin-2-yl)ethanol (955370-07-7)

• 1. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 2. Distinct impact of glycation towards the aggregation and toxicity of murine and human amyloid-β?
  Eunju Nam,Jiyeon Han,Sunhee Choi,Mi Hee Lim Chem. Commun., 2021,57, 7637-7640
• 3. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
  Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
• 4. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 5. Evolving better nanoparticles: Genetic algorithms for optimising cluster geometries
  Dalton Trans., 2003, 4193-4207

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives 2-halopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines 2-halopyridines
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

• 165105-43-1(2-Pyridinebutanol, 6-bromo-)
• 165105-39-5(3-(6-bromopyridin-2-yl)propan-1-ol)
• 71306-38-2(Pyridine, 2-bromo-6-(2-methylpropyl)-)
• 955369-59-2(1-(6-Bromopyridin-2-YL)-2-methylpropan-2-OL)
• 83004-13-1(2-Bromo-6-ethylpyridine)
• 112575-16-3(Pyridine, 2,2'-methylenebis[6-bromo-)
• 1142196-36-8(2-Bromo-6-propylpyridine)
• 195044-14-5(2-Bromo-6-tert-butylpyridine)
• 1093879-46-9(2-(6-bromo-2-pyridyl)acetic acid)
• 1037223-35-0(2-Bromo-6-isopropylpyridine)