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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357534Generated: October 31, 2026

1-(4-Aminophenoxy)-3-ethoxypropan-2-ol → 4-Anilino-5-bromo-2-{4-[3-ethoxy-2-(hydroxy)propoxy]anilino}pyrimidine

https://huagongshe.com/reaction/1357534

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Aminophenoxy)-3-ethoxypropan-2-olHCID 10774857—
Reactant5-bromo-2-chloro-N-phenylpyrimidin-4-amineHCID 11403389—
Product4-Anilino-5-bromo-2-{4-[3-ethoxy-2-(hydroxy)propoxy]anilino}pyrimidineHCID 1818649421%

Reaction Steps

Using an analogous method to that described in Example 136, but starting from 4-anilino-5-bromo-2-chloropyrimidine (Method 13) and 4-[3-ethoxy-2-(hydroxy)propoxy]aniline (obtained as described in J. Med. Chem., 1998, 41, 330-36), the product was obtained in 21% yield. NMR: 1.10 (t, 3H), 3.42 (m, 2H), 3.45 (q, 2H), 3.75-3.9 (m, 3H), 4.99 (d, 1H), 6.74 (d, 2H), 7.12 (t, 1H), 7.33 (dd, 2H), 7.44 (d, 2H), 7.60 (d, 2H), 8.15 (s, 1H), 9.10 (s, 1H); MS (MH+): 459.3, 461.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593326B1
Source datasetuspto-grants-2003_07
ORD IDord-70e2cc2cd5424bceaf2a0efc8a2988aa
Source noteuspto-grants-2003_07