tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate
• CAS No.: 401565-86-4
• Molecular Formula: C18H25 Br N2 O2
• Molecular Weight: 381.31
• Mol file: 401565-86-4.mol

Synonyms:tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 477.2±45.0 °C(Predicted)
• PKA: 5.30±0.20(Predicted)
• PSA: 32.78000
• Density: 1.342±0.06 g/cm3(Predicted)
• LogP: 4.21400

Purity/Quality:

tert-Butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate >90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

There total 4 articles about tert-butyl 4-(5-bromo-2,3-dihydro-1H-indol-1-yl)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: 99.0%

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate (400828-91-3) → tert-butyl 4-(5-bromoindolin-1-yl)piperidine-1-carboxylate (401565-86-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

Reference yield: 90.0%

5-bromoindoline (22190-33-6) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-(5-bromoindolin-1-yl)piperidine-1-carboxylate (401565-86-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; In acetic acid; at 20 - 35 ℃; for 1h; Product distribution / selectivity;

Reference yield:

1-indoline (496-15-1) → tert-butyl 4-(5-bromoindolin-1-yl)piperidine-1-carboxylate (401565-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate / methanol / 12 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere

With titanium(IV) isopropylate; N-Bromosuccinimide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

5-bromoindoline

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate

1-indoline

Downstream raw materials:

1,1-dimethylethyl 4-[5-(phenylsulfonyl)-2,3-dihydro-1H-indol-1-yl]-1-piperidinecarboxylate

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