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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597953Generated: October 31, 2026

Pyridine → HCID 18932905, compound

https://huagongshe.com/reaction/1597953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1,4-DibromobutaneHCID 8056—
ReactantHCID 54313644HCID 54313644—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductHCID 18932905HCID 1893290516.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 1-(6,7-dimethoxy-quinazolin-4-yl)-2,3-dihydro-1H-indol-6-ylamine (103 mg, 0.320 mmol; from Example 30) in DMF (4 mL) was added 1,4-dibromo-butane (42 μL, 0.352 mmol) and pyridine (34 μL, 0.64 mmol) and the mixture was heated to 110° C. for 36 hours under N2(g). The mixture was diluted with saturated aqueous NaHCO3 and extracted with EtOAc/Et2O (1:1) and the organic phase was washed with water and brine, dried over Na2SO4(s), filtered and concentrated in vacuo. The residue was chromatographed on silica (4% MeOH/CHCl3) to afford 20 mg of product. (M.P. 198°-205° C. (dec); GC-MS: 376 (M+); anal. RP18-HPLC RT: 5.05 min.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736534
Source datasetuspto-grants-1998_04
ORD IDord-e1a0bdb884de4813a4ede4beeec36d60
Source noteuspto-grants-1998_04