Technology Process of N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N-(1,3-dioxan-5-ylmethyl)-6-ethyl-2-methylpyrazolo[5,1-b][1,3]oxazole-7-amine
There total 10 articles about N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N-(1,3-dioxan-5-ylmethyl)-6-ethyl-2-methylpyrazolo[5,1-b][1,3]oxazole-7-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C23H31N3O6; Cyclopropanecarboxaldehyde;
With
2-picoline borane complex; acetic acid;
In
methanol;
at 10 - 35 ℃;
for 3h;
With
water; sodium hydrogencarbonate;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / tetrahydrofuran / 0.33 h / Cooling with ice
1.2: 0.5 h / 0 - 35 °C
2.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C
3.1: toluene-4-sulfonic acid / 4 h / 160 °C / 2250.23 Torr / Microwave irradiation
4.1: hydrogenchloride; sodium nitrite / water / 0.5 h / Cooling with ice
5.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 1 h / 760.05 Torr
6.1: triethylamine / tetrahydrofuran / 4 h / 10 - 35 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 2 h / 10 - 50 °C
8.1: trifluoroacetic acid / dichloromethane / 1 h / 10 - 35 °C
9.1: acetic acid; 2-picoline borane complex / methanol / 3 h / 10 - 35 °C
With
hydrogenchloride; 2-picoline borane complex; hydrogen; caesium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; sodium hydroxide; sodium nitrite;
5% Pd(II)/C(eggshell);
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane; acetonitrile / 15 h / 10 - 35 °C / Molecular sieve
2.1: triethylamine / tetrahydrofuran / 0.33 h / Cooling with ice
2.2: 0.5 h / 0 - 35 °C
3.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C
4.1: toluene-4-sulfonic acid / 4 h / 160 °C / 2250.23 Torr / Microwave irradiation
5.1: hydrogenchloride; sodium nitrite / water / 0.5 h / Cooling with ice
6.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 1 h / 760.05 Torr
7.1: triethylamine / tetrahydrofuran / 4 h / 10 - 35 °C
8.1: sodium hydroxide / dimethyl sulfoxide / 2 h / 10 - 50 °C
9.1: trifluoroacetic acid / dichloromethane / 1 h / 10 - 35 °C
10.1: acetic acid; 2-picoline borane complex / methanol / 3 h / 10 - 35 °C
With
hydrogenchloride; tetrapropylammonium perruthennate; 2-picoline borane complex; hydrogen; caesium carbonate; toluene-4-sulfonic acid; acetic acid; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic acid; sodium hydroxide; sodium nitrite;
5% Pd(II)/C(eggshell);
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;