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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855505Generated: October 26, 2026

3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amine

https://huagongshe.com/reaction/1855505

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamineHCID 67095903—
Reactant4-Benzyl-2-chloro-6-methyl-pyrimidineHCID 86633618—
SolventEthylacetate heptaneHCID 21899848—
Product(4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amineHCID 4419269869.5%

Reaction Steps

The title compound was prepared from 4-benzyl-2-chloro-6-methyl-pyrimidine (130 mg, 0.59 mmol) and 3-methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine (131 mg, 0.59 mmol) using in analogous manner the procedure described in example 206c). Column chroma-tography (20 g silica, heptane/ethyl acetate 1:1 v/v) afforded the title compound as an off-white solid (165 mg, 69%). MS ISP (m/e): 403.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.90 (s, 1H), 7.82 (s, 1H), 7.45 (d, 1H), 7.29 (m, 5H), 7.14 (s, 1H), 6.98 (dd, 1H), 6.48 (s, 1H), 3.97 (s, 2H), 3.87 (s, 3H), 2.71 (s, 3H), 2.37 (s, 3H). Mp 138-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962834B2
Source datasetuspto-grants-2015_02
ORD IDord-9997a52e23f14bcfb3cfcaf3fedf7acb
Source noteuspto-grants-2015_02