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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306736Generated: November 1, 2026

Acetic Acid → HCID 53822612, compound

https://huagongshe.com/reaction/2306736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantL-ProlinamideHCID 111306—
Reactant2-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehydeHCID 22609820—
ReactantSodiumacetoxyborohydrideHCID 23670382—
SolventDichloromethaneHCID 6344—
ProductHCID 53822612HCID 53822612—

Reaction Conditions

Temperature20 °C

Reaction Steps

2-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehyde was dissolved in dichloromethane (5 ml) containing glacial acetic acid (0.03 ml). L-prolinamide (0.028 g) was added and the mixture stirred at 20° C. for 0.75 hours. Sodium acetoxyborohydride (0.08 g) was added and the reaction stirred at 20° C. for 18 hours. The mixture was partitioned between 2N sodium carbonate and ethyl acetate, the organic phase was dried over magnesium sulphate and concentrated in vacuo. Chromatography on silica gave the title compound (0.008 g) as a yellow solid; tlc (SiO2, CH2Cl2:EtOH:NH3, 100:8:1) Rf 0.18; m/z (M+1)+ 534.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828320B2
Source datasetuspto-grants-2004_12
ORD IDord-702584b794874a10b97ebc36566a0f9c
Source noteuspto-grants-2004_12