(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester

Base Information

• Chemical Name: (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester
• CAS No.: 123148-72-1
• Molecular Formula: C₁₇H₁₈N₂O₂Se
• Molecular Weight: 361.302
• Mol file: 123148-72-1.mol

Synonyms:(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester

Chemical Property of (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester

There total 12 articles about (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester 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: 78.0%

dimethyl aluminum selenide (67132-62-1) + (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-acetic acid methyl ester (123148-71-0) → (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester (123148-72-1)

Guidance literature:

In toluene; 1.) 0 deg C, 30 min, 2.) from 0 deg C to RT, 30 min;

DOI:10.1021/jo00284a035

Reference yield:

methyl 2-methoxyisonicotinate (26156-51-4) → (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester (123148-72-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 80 percent / NaBH₄, CaCl₂ / tetrahydrofuran / 12 h / Ambient temperature

2: 94 percent / CrO₃, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 77 percent / methanol / 2.5 h / Heating

4: 100 percent / NaNO₂, Ac₂O/AcOH / 1) a) 0 deg C, 12 h, b) RT, 30 min

5: 95 percent / Na₂CO₃ / CCl₄ / 16 h / Heating

6: NaOMe / methanol / 0.17 h / 0 °C

7: 95 percent / CrO₃, pyridine / CH₂Cl₂ / 0.67 h / Ambient temperature

8: 1.) p-TsOH*H₂O, 2.) NaCNBH₃, AcOH / 1.) toluene, 90 deg C, 2 h, 2.) MeOH, from 0 deg C to RT, 1 h

9: 78 percent / toluene / 1.) 0 deg C, 30 min, 2.) from 0 deg C to RT, 30 min

With pyridine; chromium(VI) oxide; sodium tetrahydroborate; sodium methylate; acetic anhydride; sodium cyanoborohydride; sodium carbonate; toluene-4-sulfonic acid; acetic acid; calcium chloride; sodium nitrite; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; toluene;

DOI:10.1021/jo00284a035

Reference yield:

2-nitro-benzeneethanol (15121-84-3) → (2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-selenoacetic acid Se-methyl ester (123148-72-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / MsCl, DBU / tetrahydrofuran / 12 h / Ambient temperature

2: 60 percent / Fe (powder), acetic acid / ethanol / 1 h / Heating

3: 1.) p-TsOH*H₂O, 2.) NaCNBH₃, AcOH / 1.) toluene, 90 deg C, 2 h, 2.) MeOH, from 0 deg C to RT, 1 h

4: 78 percent / toluene / 1.) 0 deg C, 30 min, 2.) from 0 deg C to RT, 30 min

With iron; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; toluene;

DOI:10.1021/jo00284a035

upstream raw materials:

dimethyl aluminum selenide

(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-acetic acid methyl ester

methyl 2-methoxyisonicotinate

2-nitro-benzeneethanol

Downstream raw materials:

N-[(4-Hydroxymethyl-oxazol-5-yl)-(2-methoxy-pyridin-4-yl)-methyl]-N-(2-vinyl-phenyl)-formamide

{5-[(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-methyl]-oxazol-4-yl}-methanol

5-[(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-methyl]-oxazole-4-carboxylic acid methyl ester

Refernces