(Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

Base Information

• Chemical Name: (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate
• CAS No.: 372147-66-5
• Molecular Formula: C₃₀H₂₆N₃O₂P
• Molecular Weight: 491.529
• Mol file: 372147-66-5.mol

Synonyms:(Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

Chemical Property of (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

There total 5 articles about (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate 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%

(Z)-ethyl α-azido-β-(imidazo[1,2-a]pyridin-5-yl)propenoate (372147-55-2) + triphenylphosphine (603-35-0) → (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate (372147-66-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jo015582x

Reference yield:

ethyl 6-aminopicolinate (69142-64-9) → (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate (372147-66-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / NaHCO₃ / ethanol; H₂O / 9 h / Heating

2: 79 percent / DIBALH / CH₂Cl₂ / 3 h / -70 °C

3: 32 percent / NaOEt / ethanol / 3 h / -30 - 20 °C

4: 77 percent / CH₂Cl₂ / 12 h / 20 °C

With sodium ethanolate; diisobutylaluminium hydride; sodium hydrogencarbonate; In ethanol; dichloromethane; water; 4: Staudinger reaction;

DOI:10.1021/jo015582x

Reference yield:

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate (177485-39-1) → (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate (372147-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / DIBALH / CH₂Cl₂ / 3 h / -70 °C

2: 32 percent / NaOEt / ethanol / 3 h / -30 - 20 °C

3: 77 percent / CH₂Cl₂ / 12 h / 20 °C

With sodium ethanolate; diisobutylaluminium hydride; In ethanol; dichloromethane; 3: Staudinger reaction;

DOI:10.1021/jo015582x

upstream raw materials:

(Z)-ethyl α-azido-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

triphenylphosphine

ethyl 6-aminopicolinate

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate