Production Method 1

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sulfuric acid ;  25 min, 80 °C; 80 °C → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  pH 7

Reference

Preparation of piperidine derivatives for use as orexin receptor antagonists

, World Intellectual Property Organization, , ,

Production Method 2

3430-17-9

14459-95-1

937648-82-3

Reaction Conditions

1.1 Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium ,  1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: 1,4-Dioxane ,  Water ;  18 h, 95 - 105 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  3 h, 35 - 45 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 7 - 8

Reference

One-pot preparation method of aryl primary amide by palladium metal catalysis

, China, , ,

Production Method 3

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Manganese oxide (MnO2) Solvents: Acetone ,  Water ;  3.5 h, rt → 70 °C

Reference

Preparation of 3-methyl-2-formylaminopyridine using MnO2 as an oxidation mediator

Wang, Yan-hong; Chen, Ri-yao; Zheng, Xi; Chen, Xiao; Chen, Zhen, Fujian Shifan Daxue Xuebao, 2008, 24(2), 54-56

Production Method 4

75-12-7

937648-82-3

20970-77-8

Reaction Conditions

1.1 Reagents: Potassium persulfate ;  12 h, 70 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

Transition-metal-free synthesis of primary to tertiary carboxamides: A quick access to prodrug-pyrazinecarboxamide

Mete, Trimbak B.; Singh, Ankit; Bhat, Ramakrishna G., Tetrahedron Letters, 2017, 58(50), 4709-4712

Production Method 5

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sulfuric acid ;  25 min, 80 °C; 80 °C → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  pH 7

Reference

Substituted pyrrolidines and piperidines as orexin receptor antagonists and their preparation

, World Intellectual Property Organization, , ,

Production Method 6

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Aldoxime Catalysts: Nickel dichloride Solvents: Water ;  3 h, reflux

Reference

The hydration of nitriles catalyzed by simple transition metal salt of the fourth period with the aid of acetaldoxime

Ma, Xiaoyun; He, Ying; Wang, Pengcheng; Lu, Ming, Applied Organometallic Chemistry, 2012, 26(7), 377-382

Production Method 7

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Hydrogen peroxide Solvents: Acetone ,  Water ;  15 min, rt; rt → 50 °C; 3.5 h, 50 °C

Reference

Preparation of 3-methyl-2-pyridinamine

, China, , ,

Production Method 8

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Hydrogen peroxide Solvents: Acetone ,  Water ;  15 min, rt; rt → 50 °C; 3.5 h, 50 °C

Reference

New synthetic method of 2-amino-3-methylpyridine

Li, Xiaojuan; Dai, Liyan; Wang, Xiaozhong; Chen, Yingqi, Huaxue Shijie, 2006, 47(2), 105-107

Production Method 9

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Aldoxime Catalysts: Sodium molybdate (Na2MoO4) dihydrate Solvents: Water ;  16 h, rt → reflux

Reference

Efficient Mo(VI)-catalyzed hydration of nitrile with acetaldoxime

Ma, Xiaoyun; He, Ying; Lu, Ming, Synthetic Communications, 2014, 44(4), 474-480

Production Method 10

20970-75-6

937648-82-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Manganese oxide (MnO2) ,  Sodium sulfate Solvents: Acetone ,  Water ;  70 °C

Reference

Electro-oxidized preparation of 3-methyl-2-formyl-amino pyridine by bipolar membrane

Wang, Yan-Hong; Ma, Xiu-Ling; Chen, Ri-Yao; Zheng, Xi; Chen, Zhen, Wuli Huaxue Xuebao, 2008, 24(6), 1041-1046

Production Method 11

20970-75-6

937648-82-3

Reaction Conditions

1.1 Catalysts: Manganese oxide (MnO2) ,  Ruthenium Solvents: Water ;  2 h, 60 °C

Reference

An efficient hydration of nitriles with ruthenium-supported heterogeneous catalyst in water under moderate conditions

Hussain, Muhammad Asif; Choi, Eun Ju; Maqbool, Adnan ; Atif, Muhammad; Zeb, Hassan ; et al, Journal of Industrial and Engineering Chemistry (Amsterdam, 2021, 99, 187-195

3-METHYLPICOLINAMIDE Raw materials

• 2-Bromo-3-methylpyridine
• Potassium Ferrocyanide Trihydrate
• 3-methylpyridine-2-carbonitrile
• Formamide

3-METHYLPICOLINAMIDE Preparation Products

• 3-METHYLPICOLINAMIDE (937648-82-3)
• 5-methylpyridine-2-carboxamide (20970-77-8)

• 1. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 2. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 3. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
• 4. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
  Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi Cao Analyst, 2014,139, 3588-3592
• 5. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Methylpyridines

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)