N-METHOXY-N-METHYL-PYRAZINE-2-CARBOXAMIDE

Base Information

• Chemical Name: N-METHOXY-N-METHYL-PYRAZINE-2-CARBOXAMIDE
• CAS No.: 317335-26-5
• Molecular Formula: C₇H₉N₃O₂
• Molecular Weight: 167.167
• Hs Code.: 2934999090
• Mol file: 317335-26-5.mol

Synonyms:2-pyrazinecarboxamide, N-methoxy-N-methyl-;N-methoxy-N-methylpyrazine-2-carboxamide;

Chemical Property of N-METHOXY-N-METHYL-PYRAZINE-2-CARBOXAMIDE

Chemical Property:

• Boiling Point: 328.6 °C at 760 mmHg
• PKA: -0.15±0.10(Predicted)
• Flash Point: 152.5 °C
• PSA: 55.32000
• Density: 1.215 g/cm³
• LogP: 0.11000
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

N-Methoxy-N-methylpyrazine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-methoxy-N-methylpyrazine-2-carboxamide is useful in the synthesis of aryl/heteroaryl Weinreb amides from Pd-catalyzed aminocarbonylation

Technology Process of N-METHOXY-N-METHYL-PYRAZINE-2-CARBOXAMIDE

There total 2 articles about N-METHOXY-N-METHYL-PYRAZINE-2-CARBOXAMIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

2-pyrazylcarboxylic acid (98-97-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N-methylpyrazine-2-carboxamide (317335-26-5)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In chloroform; at 20 ℃; for 16h;

DOI:10.1021/acs.jmedchem.1c00707

Reference yield: 65.0%

C8H3F9N2O3S + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → N-methoxy-N-methylpyrazine-2-carboxamide (317335-26-5)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1071/CH16213

Reference yield:

N-methoxy-N-methylpyrazine-2-carboxamide (317335-26-5) → (pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol (1430341-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 48 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; In methanol; diethyl ether; hexane;

DOI:10.1016/j.bmc.2013.01.050

upstream raw materials:

2-pyrazylcarboxylic acid

N,O-dimethylhydroxylamine*hydrochloride

molybdenum hexacarbonyl

Downstream raw materials:

(pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol

C₂₃H₂₃F₃N₄O

2-(chloro[4-(trifluoromethyl)phenyl]methyl)pyrazine

Refernces

• 1、 Ningegowda, Raghu,Bhaskaran, Savitha,Sajith, Ayyiliath M.,Aswathanarayanappa, Chandrashekar,Padusha, M. Syed Ali,Priya, Babu Shubha. "Mo(CO)6 as a Solid CO Source in the Synthesis of Aryl/Heteroaryl Weinreb Amides under Microwave-Enhanced Condition". . p. 44 - 51. Retrieved 2017/01/21.
• 2、 -. "FUSED, SPIROCYCLIC HETEROAROMATIC COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS". Page/Page column 101. . Retrieved 2010/04/30.