7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde

Base Information

• Chemical Name: 7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde
• CAS No.: 623564-20-5
• Molecular Formula: C8H11N3O
• Molecular Weight: 165.195
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30474376
• Wikidata: Q82304361
• Mol file: 623564-20-5.mol

Synonyms:7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde;623564-20-5;7-methyl-6,8-dihydro-5H-imidazo[1,2-a]pyrazine-2-carbaldehyde;SCHEMBL2929695;DTXSID30474376;IMLXOMJBYPJJOI-UHFFFAOYSA-N;7-METHYL-5,6,7,8-TETRAHYDROIMIDAZO[1,2-A]PYRAZINE-2-CARBOXALDEHYDE;AKOS015850844;A8616;BB 0261877;CS-0454295;FT-0682343

Chemical Property of 7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde

Chemical Property:

• PSA: 38.13000
• LogP: 0.07890
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.090211983
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN2C=C(N=C2C1)C=O

Technology Process of 7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde

There total 3 articles about 7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde 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: 42.0%

7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (623564-19-2) → 7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde (623564-20-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;

DOI:10.1021/jm060021p

Reference yield:

ethyl imidazo[1,2-a]pyrazine-2-carboxylate (77112-52-8) → 7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde (623564-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / H₂; HCl / Pd/C / ethanol / 15 h / 20 °C / 2068.59 Torr

2: 57 percent / Et₃N; NaBH₃CN / methanol / 3.5 h / 20 °C

3: 42 percent / DIBAL / toluene; CH₂Cl₂ / 2 h / -78 °C

With hydrogenchloride; hydrogen; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; toluene;

DOI:10.1021/jm060021p

Reference yield:

5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester hydrochloride (623564-18-1) → 7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde (623564-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N; NaBH₃CN / methanol / 3.5 h / 20 °C

2: 42 percent / DIBAL / toluene; CH₂Cl₂ / 2 h / -78 °C

With diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; In methanol; dichloromethane; toluene;

DOI:10.1021/jm060021p

upstream raw materials:

7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester

5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester hydrochloride

ethyl imidazo[1,2-a]pyrazine-2-carboxylate

Downstream raw materials:

(5R,6RS)-6-[(RS)-acetoxy-(7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester