Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397437Generated: October 29, 2026

2-Chloro-4-hydroxybenzaldehyde → HCID 69707946, compound

https://huagongshe.com/reaction/397437

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-hydroxybenzaldehydeHCID 185363—
Reactant4-(3-Chloro 4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-oneHCID 9878769—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
ProductHCID 69707946HCID 69707946—

Reaction Conditions

Temperature60 °C

Reaction Steps

The mixture of 4-(3-chloro-4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (100 mg, 0.36 mmol), 2-chloro-4-hydroxy-benzaldehyde (84.5 mg, 0.54 mmol), and piperidine (3 drops) in ethanol (3 mL) was heated at 60° C. oil bath for 4 hours, and cooled to room temperature. The product was crystallized out, filtered, washed by ethanol, and dried under high vacuum to provide pure 4-(3-chloro-4-fluoro-phenylamino)-5-[1-(2-chloro-4-hydroxy-phenyl)-methylidene]-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one. 1H NMR (400 MHz, DMSO-d6) δ 11.52 (br s, 1H), 10.45 (br s, 1H), 8.42 (s, 1H), 8.35 (br s, 1H), 7.65 (s, 1H), 7.11 (t, 1H), 6.96 (m, 1H), 6.79 (m, 1H), 6.72 (d, 1H), 6.66 (m, 1H), 6.56 (dd, 1H). MS 418 [M++1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610688B2
Source datasetuspto-grants-2003_08
ORD IDord-092ec506475244e8a573983de5784df0
Source noteuspto-grants-2003_08