HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl acetoacetate → Ethyl 2-(furan-2-yl)-4-(4-fluorophenyl)-6-methyl-1,4-dihyropyrimidin-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | 2-Chloro-4-fluorobenzaldehyde | HCID 145024 | — |
| Reactant | Thiophene-2-carboximidamide Hydrochloride | HCID 2781759 | — |
| Reactant | Furan-2-carboximidamide hydrochloride | HCID 12231049 | — |
| Product | Ethyl 2-(furan-2-yl)-4-(4-fluorophenyl)-6-methyl-1,4-dihyropyrimidin-5-carboxylate | HCID 25000908 | 29% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106196B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-5e9c64e1f7c444e099add540ee29b1e3 |
| Source note | uspto-grants-2012_01 |