Technology Process of 2-fluoro-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
There total 12 articles about 2-fluoro-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-fluoro-N-(2-formyl-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide; 1-Amino-2-methyl-propan-2-ol;
With
acetic acid;
In
1-methyl-pyrrolidin-2-one;
at 20 ℃;
for 3h;
With
sodium tris(acetoxy)borohydride;
In
1-methyl-pyrrolidin-2-one;
at 20 ℃;
for 3h;
With
sodium hydroxide;
In
1-methyl-pyrrolidin-2-one; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0.5 h / -10 - -5 °C
1.2: 0.17 h / -6 - 2 °C
1.3: 1 h / 0 °C
2.1: methanesulfonic acid; Eaton′s Reagent / toluene / 0.33 h / 80 °C
3.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1.5 h / 0 - 20 °C
4.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr
5.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C
5.2: 20 °C
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
7.1: manganese(IV) oxide / tetrahydrofuran / 30 °C
8.1: acetic acid / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
8.2: 3 h / 20 °C
With
hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; oxalyl dichloride; methanesulfonic acid; Eaton′s Reagent; hydrogen; sodium hydride; acetic acid; sodium nitrite;
palladium-on-charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; Pionier 2076; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1.5 h / 0 - 20 °C
2.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr
3.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
5.1: manganese(IV) oxide / tetrahydrofuran / 30 °C
6.1: acetic acid / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
6.2: 3 h / 20 °C
With
manganese(IV) oxide; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; sodium hydride; acetic acid;
palladium-on-charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; Pionier 2076; ethyl acetate; N,N-dimethyl-formamide;