5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide

Base Information

• Chemical Name: 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide
• CAS No.: 108835-37-6
• Molecular Formula: BrH*C₂₃H₂₆BrN₃O₄
• Molecular Weight: 569.293

Synonyms:5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide

Chemical Property of 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide

Chemical Property:

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Technology Process of 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide

There total 8 articles about 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide 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:

5-(hydroxymethyl)-8-hydroxyquinoline (4053-44-5) → 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide (108835-37-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) NaH / 1.) DMF, 45 min, 2.) DMF, 4 h

2: m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

3: 55 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h

4: 1.98 g / Ac₂O / 2.5 h / 50 °C

5: 1.) NaH, DMSO / 1.) THF, 15 min, 2.) THF, 15 min

6: 245 mg / butan-1-ol / 20 h / Heating

7: 33 mg / H₂ / 5percent Pd/C / methanol / 0.58 h / 1292.9 Torr

8: dimethylformamide / 1.5 h

With hydrogen; acetic anhydride; sodium hydride; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jm00392a006

Reference yield:

8-(benzyloxy)carbostyril-5-carboxaldehyde (66546-38-1) → 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide (108835-37-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH, DMSO / 1.) THF, 15 min, 2.) THF, 15 min

2: 245 mg / butan-1-ol / 20 h / Heating

3: 33 mg / H₂ / 5percent Pd/C / methanol / 0.58 h / 1292.9 Torr

4: dimethylformamide / 1.5 h

With hydrogen; sodium hydride; dimethyl sulfoxide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jm00392a006

Reference yield:

8-(benzyloxy)-5-(hydroxymethyl)quinoline (108835-25-2) → 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide (108835-37-6)

Guidance literature:

Multi-step reaction with 7 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

2: 55 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h

3: 1.98 g / Ac₂O / 2.5 h / 50 °C

4: 1.) NaH, DMSO / 1.) THF, 15 min, 2.) THF, 15 min

5: 245 mg / butan-1-ol / 20 h / Heating

6: 33 mg / H₂ / 5percent Pd/C / methanol / 0.58 h / 1292.9 Torr

7: dimethylformamide / 1.5 h

With hydrogen; acetic anhydride; sodium hydride; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jm00392a006

upstream raw materials:

5-{2-[2-(4-Amino-phenyl)-1,1-dimethyl-ethylamino]-1-hydroxy-ethyl}-8-hydroxy-1H-quinolin-2-one

2-Bromoacetyl bromide

5-(hydroxymethyl)-8-hydroxyquinoline

8-(benzyloxy)carbostyril-5-carboxaldehyde

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