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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626720Generated: October 30, 2026

6-Methylpyrimidin-4-amine → 3,5-Dichloro-4-[7-fluoro-4-(6-methyl-pyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-benzonitrile

https://huagongshe.com/reaction/626720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methylpyrimidin-4-amineHCID 572852—
Reactant3,5-Dichloro-4-[7-chloro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrileHCID 69671510—
Reactant3,5-Dichloro-4-(4-chloro-7-fluoro-pyrazolo[4,3-c]pyridin-2-yl)-benzonitrileHCID 86697055—
Product3,5-Dichloro-4-[7-fluoro-4-(6-methyl-pyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-benzonitrileHCID 8669705441%

Reaction Steps

Following the procedure described for 3,5-dichloro-4-[7-chloro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile, 3,5-dichloro-4-(4-chloro-7-fluoro-pyrazolo[4,3-c]pyridin-2-yl)-benzonitrile and 6-methylpyrimidin-4-ylamine were reacted to afford the title compound as a white solid (35 mg, 41% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.79 (s, 1H), 9.33 (d, J=2.6 Hz, 1H), 8.69 (d, J=1.2 Hz, 1H), 8.51 (s, 2H), 8.34 (s, 1H), 8.00 (d, J=3.5 Hz, 1H), 2.44 (s, 3H). LCMS (Method B): RT=3.39 min, m/z: 416 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-07a146cf14c94f77a0fa4148c09f4abd
Source noteuspto-grants-2016_04