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Technology Process of N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

Base Information
  • Chemical Name:N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
  • CAS No.:188290-89-3
  • Molecular Formula:C35H36FN5O4
  • Molecular Weight:609.7
  • Hs Code.:
N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

Synonyms:N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

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Chemical Property of N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
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Technology Process of N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

There total 14 articles about N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea 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:

2-fluorobenzonitrile
394-47-8

2-fluorobenzonitrile

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
188290-89-3

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

Guidance literature:
Multi-step reaction with 12 steps
1: BCl3, AlCl3, 2N HCl
2: pyridine
3: NH2OH*HCl, NaOH
5: NaI / dimethylformamide
6: N2H4*H2O
7: Et3N, NH2OH*HCl
8: NaH
9: 1N NaOH
10: 1-hydroxybenzotriazole, N-dimethylaminopropyl-N'-ethylcarbodiimide*HCl, Et3N
11: 4N HCl / ethyl acetate
With hydrogenchloride; sodium hydroxide; aluminium trichloride; hydroxylamine hydrochloride; boron trichloride; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; In pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00609-9

Reference yield:

<i>o</i>-toluidine
95-53-4

o-toluidine

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
188290-89-3

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

Guidance literature:
Multi-step reaction with 12 steps
1: BCl3, AlCl3, 2N HCl
2: pyridine
3: NH2OH*HCl, NaOH
5: NaI / dimethylformamide
6: N2H4*H2O
7: Et3N, NH2OH*HCl
8: NaH
9: 1N NaOH
10: 1-hydroxybenzotriazole, N-dimethylaminopropyl-N'-ethylcarbodiimide*HCl, Et3N
11: 4N HCl / ethyl acetate
With hydrogenchloride; sodium hydroxide; aluminium trichloride; hydroxylamine hydrochloride; boron trichloride; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; In pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00609-9

Reference yield:

(2-amino-3-methylphenyl)-(2-fluorophenyl)methanone
188290-73-5

(2-amino-3-methylphenyl)-(2-fluorophenyl)methanone

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
188290-89-3

N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea

Guidance literature:
Multi-step reaction with 11 steps
1: pyridine
2: NH2OH*HCl, NaOH
4: NaI / dimethylformamide
5: N2H4*H2O
6: Et3N, NH2OH*HCl
7: NaH
8: 1N NaOH
9: 1-hydroxybenzotriazole, N-dimethylaminopropyl-N'-ethylcarbodiimide*HCl, Et3N
10: 4N HCl / ethyl acetate
With hydrogenchloride; sodium hydroxide; hydroxylamine hydrochloride; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; In pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00609-9
upstream raw materials:

3-acetylphenyl isocyanate

3-Amino-1-[2-(3-aza-bicyclo[3.2.2]non-3-yl)-2-oxo-ethyl]-5-(2-fluoro-phenyl)-9-methyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

2-fluorobenzonitrile

o-toluidine

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