Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428812Generated: November 1, 2026

Dimethylformamide → HCID 136337156, compound

https://huagongshe.com/reaction/1428812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
ReactantHCID 86644118HCID 86644118—
SolventHydrochloric AcidHCID 313—
ProductHCID 136337156HCID 13633715650%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937078B2
Source datasetuspto-grants-2015_01
ORD IDord-4dc43a9d96f74b47ac52b5be4519f25b
Source noteuspto-grants-2015_01