Spiro[indoline-3,4'-piperidine]

Base Information

• Chemical Name: Spiro[indoline-3,4'-piperidine]
• CAS No.: 171-75-5
• Molecular Formula: C12H16N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50472652
• Nikkaji Number: J2.052.647E
• Wikidata: Q72508749
• Mol file: 171-75-5.mol

Synonyms:spiro[indoline-3,4'-piperidine];171-75-5;Spiro[1,2-dihydroindole-3,4'-piperidine];1,2-dihydrospiro[indole-3,4'-piperidine];Spiro[3H-indole-3,4'-piperidine], 1,2-dihydro-;SCHEMBL210677;1,2-DIHYDRO-SPIRO[3H-INDOLE-3,4'-PIPERIDINE];DTXSID50472652;MFCD10696309;AKOS006302701;AB57016;1,2-dihydrospiroindole-3,4'-piperidine;AS-42888;AM20030141;CS-0089860;FT-0688615;EN300-187197;A846732

Chemical Property of Spiro[indoline-3,4'-piperidine]

Chemical Property:

• Melting Point: 140-142℃
• Boiling Point: 345.34oC at 760 mmHg
• Flash Point: 217.018oC
• PSA: 24.06000
• Density: 1.13g/cm3
• LogP: 2.20010
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 188.131348519
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

Spiro[indoline-3,4''-piperidine] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC12CNC3=CC=CC=C23
• Uses: Spiro[indoline-3,4''-piperidine], can be used for the synthesis of the spiro-indanone derivatives, acting as an antagonists of the human CCR5 receptor as anti-HIV-1 agents.

Technology Process of Spiro[indoline-3,4'-piperidine]

There total 9 articles about Spiro[indoline-3,4'-piperidine] 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: 95.0%

4-cyano-4-(2-fluorophenyl)piperidine (252002-43-0) → spiro[indoline-3,4′-piperidine] (171-75-5)

Guidance literature:

With lithium aluminium tetrahydride; In ethanol; for 72h; Heating;

DOI:10.1016/j.tet.2004.03.081

Reference yield: 78.0%

benzyl spiro[indoline-3,4’-piperidine]-1‘-carboxylate (167484-18-6) → spiro[indoline-3,4′-piperidine] (171-75-5)

Guidance literature:

With palladium on activated charcoal; ammonium formate; In methanol; for 2h; Reflux;

Reference yield:

2-fluorophenyl acetonitrile (326-62-5) + mechlorethamine hydrochloride (55-86-7) → spiro[indoline-3,4′-piperidine] (171-75-5)

Guidance literature:

upstream raw materials:

4-cyano-4-(2-fluorophenyl)piperidine

4-cyano-4-(2-fluorophenyl)-1-N-(tert-butyloxycarbonyl)piperidine

2-fluorophenyl acetonitrile

mechlorethamine hydrochloride

Downstream raw materials:

(1S)-1-{1-[(2E)-3-(3,5-difluorophenyl)-2-propenoyl]-4-piperidinyl}-2-(1,2-dihydro-1'H-spiro[indole-3,4'-piperidin]-1'-yl)ethanol

1-(2-(1'-benzylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea