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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946990Generated: November 2, 2026

Indoline → HCID 59743394, compound

https://huagongshe.com/reaction/1946990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndolineHCID 10328—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59743394HCID 5974339438.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-2-methylthiopyrimidine (4.02 g, 25 mmol), 2,3-dihydro-1H-indole (4.0 mL, 36 mmol) and N,N-diisopropyl ethyl amine (4 mL, 22 mmol) in DMF (10 mL) was heated to 100° C. under N2 for 16 h. The solidified reaction mixture was cooled, diluted with EtOAc, and filtered. The collected solids were dissolved in DCM and MeOH and recrystallized from DCM/EtOAc to give 1-(2-methylsulfanyl-pyrimidin-4-yl)-2,3-dihydro-1H-indole (2.32 g, 38% yield) as a light-yellow solid. MS=244[M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-d67f03d4f8ba48d7bc30cb02fa50bb22
Source noteuspto-grants-2013_03