Technology Process of 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile
There total 17 articles about 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-((3S,3aR,4S)-4-(tert-butyldimethylsilyloxy)-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
With
water;
In
tetrahydrofuran; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: acetic acid; sodium nitrite / water / 4 h / 0 °C
2.1: 1H-imidazole / dichloromethane / 3 h / 20 °C
3.1: lithium triethylborohydride / tetrahydrofuran / 5 h / -78 - 20 °C
4.1: zinc; ammonium chloride / water; methanol / 1.5 h / 20 - 50 °C
5.1: acetic acid / 3 h / 20 °C
6.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C
7.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C
8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
8.2: 3 h / 0 - 20 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C
With
1H-imidazole; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; lithium triethylborohydride; ammonium chloride; acetic acid; dimethyl sulfoxide; triethylamine; zinc; sodium nitrite;
In
tetrahydrofuran; methanol; dichloromethane; water; mineral oil;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: acetic acid / 3 h / 20 °C
2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C
3.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
4.2: 3 h / 0 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C
With
oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; mineral oil;