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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597951Generated: November 1, 2026

Diethyl Ether → HCID 86752367, compound

https://huagongshe.com/reaction/1597951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethanesulfonic AcidHCID 6395—
Reactant4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
Reactant5-methoxy-2,3-dihydro-1H-indoleHCID 10701974—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
ProductHCID 86752367HCID 8675236795%

Reaction Steps

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 95% yield from 5-methoxy-indoline (1.1 eq.), and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. The free-base obtained following column chromatography on silica (45% acetone/hexanes) was dissolved in minimal CH2Cl2 and treated with 1 eq. of methanesulfonic acid in CH2Cl2 followed by dilution with several volumes of ether to precipitate the mesylate salt which was filtered and added in vacuo. (M.P. 285°-292° C. (dec); LC-MS: 338 (MH+); anal. RP18-HPLC RT: 3.82 min.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736534
Source datasetuspto-grants-1998_04
ORD IDord-1a0e14bc71f94dad9006bc4b9f293e77
Source noteuspto-grants-1998_04