HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343313Generated: October 29, 2026
Dimethyl 3-aminoglutaconate → Dimethyl 4-(2,6-dichlorophenyl)-2-methoxycarbonylmethyl-6-(2-phenylethyl)-1,4-dihydropyridine-3,5-dicarboxylate
https://huagongshe.com/reaction/343313
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl 3-aminoglutaconate | HCID 253819 | — |
| Reactant | Methyl 2-(2,6-dichlorophenylmethylidene)-3-oxo-5-phenylpentanoate | HCID 53937813 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | Dimethyl 4-(2,6-dichlorophenyl)-2-methoxycarbonylmethyl-6-(2-phenylethyl)-1,4-dihydropyridine-3,5-dicarboxylate | HCID 70203360 | — |
Reaction Steps
A mixture of methyl 2-(2,6-dichlorophenylmethylidene)-3-oxo-5-phenylpentanoate (the crude product from the preceding experiment) and dimethyl 2-amino-1-propene-1,3-dicarboxylate (8.4 g, 48.5 mmol) was heated without solvent at 120° C. for 18 h. TLC showed a strong fluorescent spot at Rf=0.3 (dichloromethane/ethyl acetate: 24/1). This whole was chromatographed on silica gel (1.5 kg ) to yield 3.93 g of product. The slightly less pure product (2 g) was also obtained. 1H NMR (CDCl3) δ 7.23 (m, 7H), 6.99 (t, J=8.6 Hz, 1H), 6.93 (br. s, 1H), 5.98 (s, 1H), 3.70 (s, 3H), 3.68 (ABq, J=17Hz, 2H), 3.58 (s, 3H), 3.52 (s, 3H), 2.91 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05861402 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-625ecdeb49dd46df9e73d3752ce9310b |
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| Source note | uspto-grants-1999_01 |
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