N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Base Information

Chemical Name:N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide
CAS No.:200400-75-5
Molecular Formula:C₂₂H₂₃N₃O₅
Molecular Weight:409.442
Hs Code.:

Synonyms:N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

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Chemical Property of N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Chemical Property:

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Technology Process of N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

There total 9 articles about N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide 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:

: 54303-31-0
3-(2-methoxyethoxy)propan-1-amine

: 200400-64-2
2-<4-(3-pyridylcarbonyl)phenyl>oxazole-4-carboxylic acid

: 200400-75-5
N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 23h;
DOI:10.1021/jm980173n

Reference yield:

: 626-55-1,163928-56-1
3-Bromopyridine

: 200400-75-5
N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) Et₂O, hexane, -78 deg C, 25 min, 2.) Et₂O, hexane, a) -78 deg C, 2 h, b) RT, 2 h

2: 81 percent / MnO₂ / tetrahydrofuran / 17 h / 70 °C

3: 1.0N aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

4: 81 percent / HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 16.5 h / 0 - 20 °C

5: 65 percent / (TfO)2O, K₃PO₄, Ph₂SO / CH₂Cl₂ / 1 h / -78 - 0 °C

6: 53 percent / NiO₂ / benzene; dioxane / 5 h / Heating

7: 1N aq. NaOH / tetrahydrofuran; methanol / 1.5 h / Ambient temperature

8: HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 23 h / 0 - 20 °C

With 4-methyl-morpholine; manganese(IV) oxide; nickel(IV) oxide; sodium hydroxide; potassium phosphate; n-butyllithium; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm980173n

Reference yield:

: 200400-36-8
4-(3-pyridylcarbonyl)benzoic acid

: 200400-75-5
N-<3-(2-methoxyethoxy)propyl>-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 16.5 h / 0 - 20 °C

2: 65 percent / (TfO)2O, K₃PO₄, Ph₂SO / CH₂Cl₂ / 1 h / -78 - 0 °C

3: 53 percent / NiO₂ / benzene; dioxane / 5 h / Heating

4: 1N aq. NaOH / tetrahydrofuran; methanol / 1.5 h / Ambient temperature

5: HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 23 h / 0 - 20 °C

With 4-methyl-morpholine; nickel(IV) oxide; sodium hydroxide; potassium phosphate; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm980173n