11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole

Base Information

• Chemical Name: 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole
• CAS No.: 162662-28-4
• Molecular Formula: C₂₉H₃₅N₅O₄Si
• Molecular Weight: 545.713
• Mol file: 162662-28-4.mol

Synonyms:11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole

Chemical Property of 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole

There total 11 articles about 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole 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: 58.0%

carbon monoxide (201230-82-2) + 4-(methoxymethoxy)phenylboronic acid (162662-27-3) + 11-(Dimethylamino)-2-<(trifluoromethanesulfonyl)oxy>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole (162662-26-2) → 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>phenyl>-12-<<2''-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole + 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole (162662-28-4)

Guidance literature:

With potassium carbonate; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In various solvent(s); at 80 ℃; for 3h;

DOI:10.1021/jo00123a028

Reference yield: 19.0%

4-(methoxymethoxy)phenylboronic acid (162662-27-3) + 11-(Dimethylamino)-2-<(trifluoromethanesulfonyl)oxy>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole (162662-26-2) → 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>phenyl>-12-<<2''-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole + 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole (162662-28-4)

Guidance literature:

With carbon monoxide; potassium carbonate; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In various solvent(s); at 80 ℃; for 3h;

DOI:10.1021/jo00123a028

Reference yield:

ethyl 3-iodo-1H-indole-2-carboxylate (117637-79-3) → 11-(Dimethylamino)-2-<4'-<(methoxymethyl)oxy>benzoyl>-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole (162662-28-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 82 percent / Pd(PPh₃) / dimethylformamide / 20 h / 120 °C

2: 99 percent / 10percent aq. Na₂CO₃ / ethanol / 2 h / 70 °C

3: 87 percent / DPPA, Et₃N / benzene / 0.5 h / 60 °C

4: 88 percent / 1,2-dichloro-benzene / 0.08 h / 170 °C

5: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

6: 77 percent / dppf, Et₃N / Pd(OAc)2 / dimethylformamide / 4 h / 80 °C

7: t-BuLi / tetrahydrofuran; pentane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; -30 deg C, 1.5 h

With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; diphenyl-phosphinic acid; tert.-butyl lithium; sodium carbonate; triethylamine; palladium diacetate; Pd(PPh₃); In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; pentane; benzene;

DOI:10.1021/jo00123a028

upstream raw materials:

p-methoxymethoxybromobenzene

11-(Dimethylamino)-2-(methoxycarbonyl)-12-<<2'-(trimethylsilyl)ethoxy>methyl>-9H-imidazo<4',5':3,4>pyrido<2,3-b>indole

carbon monoxide

4-(methoxymethoxy)phenylboronic acid