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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526181Generated: October 30, 2026

Benzenemethanamine, 4-amino-N,N-dimethyl- → 6-chloro-N-{4-[(dimethylamino)methyl]phenyl}-3-(methylsulfonyl)-1,5-naphthyridin-4-amine

https://huagongshe.com/reaction/526181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 4-amino-N,N-dimethyl-HCID 308051—
Reactant2,8-Dichloro-7-(methylsulfonyl)-1,5-naphthyridineHCID 117773033—
Product6-chloro-N-{4-[(dimethylamino)methyl]phenyl}-3-(methylsulfonyl)-1,5-naphthyridin-4-amineHCID 11777406780%

Reaction Steps

Following general procedure I, 2,8-dichloro-7-(methylsulfonyl)-1,5-naphthyridine (150 mg, 0.53 mmol) was acted with 4-[(dimethylamino)methyl]aniline (120 mg, 0.80 mmol) to afford the desired product (150 mg, 80%) as a yellow solid: 1H NMR (500 MHz, CDCl3) δ 9.05 (s, 1H), 8.95 (s, 1H), 8.18 (d, J=8.8 Hz, 1H), 7.52 (d, J=8.7 Hz, 1H), 7.34-7.27 (m, 2H), 7.12-7.04 (m, 2H), 3.49 (s, 2H), 3.17 (s, 3H), 2.30 (s, 6H); ESI MS m/z 391 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345709B2
Source datasetuspto-grants-2016_05
ORD IDord-58e8d7891c5247cf91458ee130defa20
Source noteuspto-grants-2016_05