5-bromo-2-bromoacetamido-2'-fluorobenzophenone
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
With ammonia In methanol for 16h; Heating / reflux; | 56.8% |
With ammonia for 5h; Heating; | 4.5 g |
With ammonia In methanol for 18h; | 98.6 mg |
With ammonia In methanol at 0 - 20℃; | 68 mg |
5-bromo-2'-fluoro-2-aminobenzophenone
2-Bromoacetyl bromide
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2'-fluoro-2-aminobenzophenone; 2-Bromoacetyl bromide With sodium hydrogencarbonate In dichloromethane Stage #2: With ammonia In methanol Heating / reflux; | |
Stage #1: 5-bromo-2'-fluoro-2-aminobenzophenone; 2-Bromoacetyl bromide With sodium hydrogencarbonate In dichloromethane Stage #2: With ammonia In methanol Heating / reflux; |
N(1)-[4-bromo-2-[(2-fluorophenyl)carbonyl]phenyl]glycinamide
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
With acetic acid In ethanol for 0.25h; Heating / reflux; |
2-amino-5-bromo-N-methoxy-N-methyl-benzamide
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere 2: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 3: ammonia / methanol / 18 h View Scheme |
5-bromo-2'-fluoro-2-aminobenzophenone
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2: ammonia / methanol / 18 h View Scheme | |
Multi-step reaction with 2 steps 1: sodium carbonate / dichloromethane; water / 2 h / 0 °C 2: ammonia / methanol / 0 - 20 °C View Scheme |
5-Bromo-1H-indole-2,3-dione
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sodium hydroxide; dihydrogen peroxide / water / 0.5 h / 50 °C 1.2: pH Ca. 4 2.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere 4.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 5.1: ammonia / methanol / 18 h View Scheme |
2-amino-5-bromobenzoic acid hydrochloride
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere 2: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere 3: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 4: ammonia / methanol / 18 h View Scheme |
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 4-oxide
Conditions | Yield |
---|---|
With peracetic acid In dichloromethane for 4.5h; Ambient temperature; | 80.9% |
propionaldehyde
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 4h; Stage #2: propionaldehyde In methanol at 20℃; | 62% |
Ethyl isocyanoacetate
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
ethyl 8-bromo-6-(2'-fluorophenyl)-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: With diethyl chlorophosphate In tetrahydrofuran at 0℃; for 0.5h; Stage #3: Ethyl isocyanoacetate In tetrahydrofuran at 0℃; for 1h; | 58% |
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h; Stage #2: With diethyl chlorophosphate In tetrahydrofuran at 0℃; for 0.5h; Stage #3: Ethyl isocyanoacetate With sodium hydride; acetic acid more than 3 stages; |
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
trimethylsilylacetylene
Conditions | Yield |
---|---|
With triethylamine; bis(triphenylphosphine) palladium (Il) acetate In acetonitrile for 3h; Heating / reflux; | 47% |
With triethylamine In acetonitrile for 3h; Heck Reaction; Heating / reflux; | 47% |
acetic acid hydrazide
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
flubromazolam
Conditions | Yield |
---|---|
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: With di-morpholin-4-yl-phosphinic acid chloride In tetrahydrofuran at 0 - 20℃; for 2h; Stage #3: acetic acid hydrazide In tetrahydrofuran; butan-1-ol at 20℃; for 2.25h; Heating / reflux; | 40% |
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80.9 percent / 40percent peroxyacetic acid / CH2Cl2 / 4.5 h / Ambient temperature 2: 6.5 g / 3 h / 0 °C View Scheme |
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80.9 percent / 40percent peroxyacetic acid / CH2Cl2 / 4.5 h / Ambient temperature 2: 6.5 g / 3 h / 0 °C 3: 3.3 g / 1 N NaOH / methanol / 0.5 h / 25 °C View Scheme |
7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
7-bromo-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; |
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