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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241425Generated: November 1, 2026

Anisole → 4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-isopropylpiperazine-2-carboxamide

https://huagongshe.com/reaction/1241425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
ReactantBenzyl 4-{6-[(5-cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-2-[(isopropylamino) carbonyl]piperazine-1-carboxylateHCID 21934713—
SolventHydrofluoric AcidHCID 14917—
Product4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-isopropylpiperazine-2-carboxamideHCID 21934692—

Reaction Steps

47-3 (0.23 g, 0.46 mmol) was wetted with 1 mL of anisole before treatment with 10 mL of hydrofluoric acid for 1 hour at 0° C. The hydrofluoric acid was then evaporated off and the residue was suspended in ethyl ether, filtered and then purified on a silica column to give 48-1. Hi-Res MS: calc: 373.1554 found: 373.1550. 1H-NMR (CD3OD): 8.40(s, 1H); 7.99(s, 1H); 6.17(s, 1H); 4.30(d, 1H); 3.98(m, 2H); 3.37(m, 1H); 3.18(m, 2H); 3.06(m, 1H); 2.82(m, 1H); 1.16(m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115597B2
Source datasetuspto-grants-2006_10
ORD IDord-f432f5b47f7641fa81d37fe6b48dccef
Source noteuspto-grants-2006_10