Technology Process of 4-[5-(bromomethyl)-2-oxazolyl]-6-chloro-1-(phenylsulfonyl)-1H-Indazole
There total 12 articles about 4-[5-(bromomethyl)-2-oxazolyl]-6-chloro-1-(phenylsulfonyl)-1H-Indazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
{2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol;
With
dibromotriphenylphosphorane;
In
dichloromethane;
at 20 ℃;
for 1h;
Large scale;
With
sodium hydrogencarbonate;
In
methanol; dichloromethane;
Large scale;
DOI:10.1021/acs.oprd.8b00006
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diammonium sulfide / water; ethanol
2.1: sodium nitrite
3.1: nickel; hydrazine hydrate
4.1: acetic acid; acetic anhydride
5.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / tetrahydrofuran
6.1: lithium hexamethyldisilazane; zinc(II) chloride / tetrahydrofuran / -10 °C
6.2: 60 °C
7.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 0 °C
8.1: bromine; triphenylphosphine / dichloromethane
With
diammonium sulfide; bromine; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; nickel; diisobutylaluminium hydride; hydrazine hydrate; acetic acid; triphenylphosphine; sodium hydroxide; zinc(II) chloride; lithium hexamethyldisilazane; sodium nitrite;
In
tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1021/acs.oprd.0c00486
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydroxide / tetra(n-butyl)ammonium hydrogensulfate / tetrahydrofuran / 1.05 h / 17 - 23 °C / Inert atmosphere
1.2: 1.17 h / 25 °C
2.1: lithium hexamethyldisilazane; zinc(II) chloride / tetrahydrofuran / 1.25 h / -15 - -5 °C / Inert atmosphere
2.2: 6 h / 57 - 63 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 0.5 h / -3 - 3 °C / Inert atmosphere
4.1: dibromotriphenylphosphorane / dichloromethane / 0.33 h / 7 - 13 °C / Inert atmosphere
With
diisobutylaluminium hydride; sodium hydroxide; zinc(II) chloride; lithium hexamethyldisilazane; dibromotriphenylphosphorane;
tetra(n-butyl)ammonium hydrogensulfate;
In
tetrahydrofuran; dichloromethane; toluene;