3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide

Base Information

• Chemical Name: 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide
• CAS No.: 261787-98-8
• Molecular Formula: C₂₉H₃₇N₃O₃
• Molecular Weight: 475.631

Synonyms:3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide

Chemical Property of 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide

Chemical Property:

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Technology Process of 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide

There total 6 articles about 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide 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: 60.0%

methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate (203585-25-5) + 1-[3-(phenylmethoxy)butyl]-4-piperidinemethanamine (261787-96-6) → 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide (261787-98-8)

Guidance literature:

With trimethylaluminum; In toluene; for 5h; Heating;

DOI:10.1016/S0968-0896(01)00120-1

Reference yield:

4-carboxamidopiperidine (39546-32-2) → 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide (261787-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / potassium carbonate / toluene / 7 h / Heating

2: 96 percent / LiAlH₄ / tetrahydrofuran / 5 - 20 °C

3: 60 percent / trimethylaluminum / toluene / 5 h / Heating

With lithium aluminium tetrahydride; trimethylaluminum; potassium carbonate; In tetrahydrofuran; toluene;

DOI:10.1016/S0968-0896(01)00120-1

Reference yield:

3-methoxycarbonylindole (942-24-5) → 3,4-dihydro-N-[1-[3-(phenylmethoxy)butyl-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide (261787-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: DABCO; NCS / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 68 percent / methanesulfonic acid / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 99 percent / aq. NaOH / toluene / 4 h / 40 °C

3.1: 60 percent / trimethylaluminum / toluene / 5 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hydroxide; N-chloro-succinimide; trimethylaluminum; In dichloromethane; toluene;

DOI:10.1016/S0968-0896(01)00120-1

upstream raw materials:

methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

1-[3-(phenylmethoxy)butyl]-4-piperidinemethanamine

4-carboxamidopiperidine

3-methoxycarbonylindole

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