Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888235Generated: October 26, 2026

Diisopropylethylamine → HCID 178433558, compound

https://huagongshe.com/reaction/1888235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,2-Dimethylimidazole-4-sulfonyl chlorideHCID 2736256—
Reactant5-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochlorideHCID 178479539—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 178433558HCID 17843355837.3%

Reaction Steps

To a solution of 5-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride (Example 2) (50 mg, 0.14 mmol) in DMF (3 mL) was added diisopropylethylamine (100 uL, 0.56 mmol), DMAP (20 mg, 0.014 mmol) and 1,2-dimethyl-1H-imidazole-4-sulfonyl chloride (33 mg, 0.168 mmol). The reaction mixture was stirred at room temperature overnight. The solution was filtered. The filtrate was concentrated and the residue was purified by using a Gilson semi-preparative HPLC system, eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) pumped at 25 mL/min to afford the title compound (25 mg, 37%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501780B2
Source datasetuspto-grants-2013_08
ORD IDord-d9533e9a53a0445e829db49a717b9fb7
Source noteuspto-grants-2013_08