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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392118Generated: November 2, 2026

Methanol → HCID 136378428, compound

https://huagongshe.com/reaction/1392118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 136351950HCID 136351950—
SolventWaterHCID 962—
ProductHCID 136378428HCID 13637842885.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of methyl 2-hydroxy-3-[7-(2-methoxyethoxy)quinazolin-4-yl]-1H-indole-5-carboxylate (5.15 g, 13.1 mmol), methanol (100 mL) and water (50 mL) was added aqueous sodium hydroxide (92 mL, 1 M) and the reaction mixture was stirred at 40° C. over night. Methanol was removed in vacuo and the basic aqueous layer was acidified with 1 M hydrochloric acid and stirred for 30 min. The precipitate formed was filtered off, washed with hydrochloric acid (50 mL, 1 M) and water (2×50 mL) and dried in vacuo at 50° C. over night. The crude product was stirred in methanol at room temperature over night. The solid was filtered off to give 4.23 g (85% yield) of the title compound as an orange solid: MS (AP+) m/z 380.3 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342022B2
Source datasetuspto-grants-2008_03
ORD IDord-394f73905c184a90b4eeee7648ccef9d
Source noteuspto-grants-2008_03