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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425252Generated: October 25, 2026

Methyl acetoacetate → Ethyl 2-(furan-2-yl)-4-(4-fluorophenyl)-6-methyl-1,4-dihyropyrimidin-5-carboxylate

https://huagongshe.com/reaction/425252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantEthyl AcetoacetateHCID 8868—
Reactant4-FluorobenzaldehydeHCID 68023—
Reactant2-Chloro-4-fluorobenzaldehydeHCID 145024—
ReactantThiophene-2-carboximidamide HydrochlorideHCID 2781759—
ReactantFuran-2-carboximidamide hydrochlorideHCID 12231049—
ProductEthyl 2-(furan-2-yl)-4-(4-fluorophenyl)-6-methyl-1,4-dihyropyrimidin-5-carboxylateHCID 2500090829%

Reaction Steps

According to the process of Example 1, except that the 2-thienylformamidine hydrochloride, 2-chloro-4-fluorobenzaldehyde and methyl acetoacetate were replaced by 2-furylformamidine hydrochloride, 4-fluorobenzaldehyde and ethyl acetoacetate, respectively, and 0.21 g of a pale yellow particulates were obtained (yield: 29%); 1H-NMR (400 MHz, CDCl3-d1) δ 7.47-7.46 (d, 1H, J=1.2 Hz, ArH) 7.36-7.32 (t, 2H, J=8.8 Hz, ArH); 7.11 (s, 1H, ArH); 6.98-6.94 (t, 2H, J=8.8 Hz, ArH); 6.52-6.51 (q, 1H, J=1.4 Hz, ArH); 5.69 (s, 1H, CH); 4.12-4.10 (q, 2H, J=7.2 Hz, CH2); 1.21-1.18 (t, 3H, J=7.6 Hz, CH3). MS (EI) 328.1 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106196B2
Source datasetuspto-grants-2012_01
ORD IDord-5e9c64e1f7c444e099add540ee29b1e3
Source noteuspto-grants-2012_01