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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622596Generated: October 31, 2026

Hydrochloric Acid → 2,3-Dihydro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methyl-1H-indole-7-sulfonamide

https://huagongshe.com/reaction/622596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl (4-methoxy-6-methylpyrimidin-2-yl)carbamateHCID 13072161—
Reactant2,3-dihydro-2-methyl-1H-indole-7-sulfonamideHCID 14346730—
ReactantTrimethylaluminumHCID 16682925—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product2,3-Dihydro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methyl-1H-indole-7-sulfonamideHCID 1434673111.2%

Reaction Steps

To a solution of 2,3-dihydro-2-methyl-1H-indole-7-sulfonamide (1.0 g) and (4-methoxy-6-methylpyrimidin-2-yl)carbamic acid methyl ester (1.0 g) in methylene dichloride (100 ml) was added trimethylaluminum (3.0 ml of a 2.0M solution in toluene). The mixture was heated at reflux for 18 hours under a nitrogen atmosphere. Work-up was achieved by careful addition of 100 ml of 1N HCl followed by separation of the organic layer. The methylene chloride was dried over MgSO4 and evaporated to dryness. The residue was chromatographed on a silica gel column to give the pure product (0.2 g, m.p. 175°-177° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04772313
Source datasetuspto-grants-1988_09
ORD IDord-5581de56a805477eafe495c58db8a727
Source noteuspto-grants-1988_09