benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate

Base Information

• Chemical Name: benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate
• CAS No.: 1421708-21-5
• Molecular Formula: C₃₃H₃₀FN₃O₃S
• Molecular Weight: 567.684
• Mol file: 1421708-21-5.mol

Synonyms:benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate

Chemical Property of benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate

There total 6 articles about benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate 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: 57.0%

2-methylisonicotinic acid (4021-11-8) + benzyl 5-(4-fluorophenyl)sulfanylspiro[indoline-3,4'-piperidine]-1'-carboxylate (1421708-18-0) → benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate (1421708-21-5)

Guidance literature:

2-methylisonicotinic acid; With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 1h;

benzyl 5-(4-fluorophenyl)sulfanylspiro[indoline-3,4'-piperidine]-1'-carboxylate; In dichloromethane; at 20 ℃; for 66h;

Reference yield:

[4-(4-fluorophenyl)sulfanylphenyl]hydrazine hydrochloride → benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate (1421708-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 18 h / 20 °C

1.2: 20.5 h / 0 - 20 °C

1.3: 1.5 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C

2.2: 66 h / 20 °C

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane;

Reference yield:

4-fluorophenyl 4′-nitrophenyl sulfide (2438-85-9) → benzyl 5-(4-fluorophenyl)sulfanyl-1-(2-methylpyridine-4-carbonyl)spiro[indoline-3,4'-piperidine]-1'-carboxylate (1421708-21-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium chloride; iron / methanol; tetrahydrofuran; water / 2.5 h / 75 °C

2.1: sodium nitrite; hydrogenchloride / water / 0.75 h / 0 - 20 °C

2.2: 1.5 h / -5 - 20 °C

3.1: 18 h / 20 °C

3.2: 20.5 h / 0 - 20 °C

3.3: 1.5 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C

4.2: 66 h / 20 °C

With hydrogenchloride; iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water;

upstream raw materials:

2-methylisonicotinic acid

benzyl 5-(4-fluorophenyl)sulfanylspiro[indoline-3,4'-piperidine]-1'-carboxylate

4-fluorophenyl 4′-nitrophenyl sulfide

4-Fluorothiophenol

Downstream raw materials:

[1'-[(E)-cinnamyl]-5-(4-fluorophenyl)sulfanylspiro[indoline-3,4'-piperidine]-1-yl]-(2-methyl-4-pyridyl)methanone