Technology Process of 3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-methylbenzoic acid
There total 8 articles about 3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-methylbenzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II);
In
water; isopropyl alcohol;
at 85 ℃;
for 1h;
Inert atmosphere;
Large scale reaction;
DOI:10.1021/op100205s
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydroxide / water; acetic acid / 4.2 h / 0 - 60 °C / Large scale reaction
2.1: hydrogen / water; acetic acid / 6.5 h / 1535.79 Torr / Autoclave; Large scale reaction
3.1: piperidine / ethanol / 7 h / Reflux; Large scale reaction
3.2: Reflux
4.1: N-Bromosuccinimide; lithium acetate / tetrahydrofuran; water / 6 h / 20 - 50 °C / Large scale reaction
5.1: lithium tert-butoxide / tetrahydrofuran / 20 - 30 °C / Large scale reaction
5.2: 18 h / 40 °C
6.1: potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / water; isopropyl alcohol / 1 h / 85 °C / Inert atmosphere; Large scale reaction
With
piperidine; potassium phosphate; N-Bromosuccinimide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); lithium acetate; hydrogen; sodium hydroxide; lithium tert-butoxide;
In
tetrahydrofuran; ethanol; water; acetic acid; isopropyl alcohol;
3.1: Knoevenagel condensation / 4.1: Hunsdiecker reaction / 6.1: Suzuki coupling;
DOI:10.1021/op100205s
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen / water; acetic acid / 6.5 h / 1535.79 Torr / Autoclave; Large scale reaction
2.1: piperidine / ethanol / 7 h / Reflux; Large scale reaction
2.2: Reflux
3.1: N-Bromosuccinimide; lithium acetate / tetrahydrofuran; water / 6 h / 20 - 50 °C / Large scale reaction
4.1: lithium tert-butoxide / tetrahydrofuran / 20 - 30 °C / Large scale reaction
4.2: 18 h / 40 °C
5.1: potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / water; isopropyl alcohol / 1 h / 85 °C / Inert atmosphere; Large scale reaction
With
piperidine; potassium phosphate; N-Bromosuccinimide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); lithium acetate; hydrogen; lithium tert-butoxide;
In
tetrahydrofuran; ethanol; water; acetic acid; isopropyl alcohol;
2.1: Knoevenagel condensation / 3.1: Hunsdiecker reaction / 5.1: Suzuki coupling;
DOI:10.1021/op100205s
