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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50771Generated: October 25, 2026

Triethylamine → 4-N-(3-bromophenyl)-6-N-methylpyrido[3,2-d]pyrimidine-4,6-diamine

https://huagongshe.com/reaction/50771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-(3-bromophenyl)-6-fluoropyrido[3,2-d]pyrimidin-4-amineHCID 5328276—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventEthanolHCID 702—
Product4-N-(3-bromophenyl)-6-N-methylpyrido[3,2-d]pyrimidine-4,6-diamineHCID 532827781.4%

Reaction Steps

Reaction of 4-(3-bromoanilino)-6-fluoropyrido[3,2-d]pyrimidine (50 mg, 0.16 mmol)(described in a previous experimental) with methylamine hydrochloride (32 mg, 0.47 mmol) and triethylamine (70 μL, 0.55 mmol) in ethanol (10 mL) in a pressure vessel at 100° C. for 18 h gives 6-methylamino-4-(3-bromoanilino)pyrido[3,2-d]pyrimidine (43 mg, 81%). 1H NMR (CDCl3) δ 8.81. (1H, brs), 8.61 (1H, s), 8.19 (1H, t, J=1.8 Hz), 7.86 (1H, d, J=9.1 Hz,), 7.83 (1H, dt, Jd=7.7 Hz, Jt=1.8 Hz), 7.28-7.21 (2H, m), 6.92 (1H, d, J=9.1 Hz), 4.97 (1H, q, J=5.0 Hz), 3.13 (3H, d, J=5.0 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713484B2
Source datasetuspto-grants-2004_03
ORD IDord-2f78d167996a49c098eadef6d821b513
Source noteuspto-grants-2004_03