HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428812Generated: November 1, 2026
Dimethylformamide → HCID 136337156, compound
https://huagongshe.com/reaction/1428812
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | ethyl 1H-pyrazole-4-carboxylate | HCID 142179 | — |
| Reactant | HCID 86644118 | HCID 86644118 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 136337156 | HCID 136337156 | 50% |
Reaction Steps
A mixture of 2,7-dichloro-4-(2-methoxy-ethoxymethoxy)-quinazoline (0.68 g, 2.2 mmol), ethyl pyrazole-4-carboxylate (0.34 g, 2.4 mmol), Cs2CO3 (1.2 g, 3.6 mmol) and anhydrous DMF (10 mL) was heated to 120° C. for 20 min, and then was cooled to 0° C. The mixture was carefully diluted with 1 M aq. HCl (30 mL). The mixture was allowed to warm to rt and the precipitate was collected by filtration to provide the titled compound (0.35 g, 50%). MS (Cl): mass calcd. for C14H11ClN4O3, 318.7; m/z found, 317.0 [M−H]−. 1H NMR (400 MHz, DMSO-d6): 13.04 (br s, 1H), 8.99 (s, 1H), 8.32 (s, 1H), 8.11 (d, J=8.5 Hz, 1H), 7.75 (s, 1H), 7.54 (dd, J=8.5, 2.1 Hz, 1H), 4.30 (q, J=7.1 Hz, 2H), 1.33 (t, J=7.1 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937078B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-4dc43a9d96f74b47ac52b5be4519f25b |
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| Source note | uspto-grants-2015_01 |
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