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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19515Generated: October 26, 2026

2-Amino-4-chloro-6-methylpyrimidine → 2-Amino-4-[(4-{[(4-amino-2-methyl-6-quinolinyl)carbonyl]amino}benzyl)amino]-6-methylpyrimidine

https://huagongshe.com/reaction/19515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-chloro-6-methylpyrimidineHCID 21810—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-{[(4-Amino-2-methyl-6-quinolinyl)carbonyl]amino}benzylamineHCID 17864630—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-[(4-{[(4-amino-2-methyl-6-quinolinyl)carbonyl]amino}benzyl)amino]-6-methylpyrimidineHCID 1034166182.2%

Reaction Steps

The solution of 27 mg (0.05 mmol) 4-{[(4-amino-2-methyl-6-quinolinyl)carbonyl]amino}benzylamine, 15 mg (0.1 mmol) 2-amino-4-chloro-6-methylpyrimidine, and 0.05 ml (0.3 mmol) diisopropyl ethylamine in 1 ml DMF was stirred at 120° C. for 5 h. After evaporation of the solvent the residue was purified by HPLC and lyophilized to yield 17 mg (51%) of the title compound. MS 414.3 (M+1)+, 1H-NMR (DMSO-d6) δ 2.19 (s, 3H), 2.60 (s, 3H), 4.56 (d, 2H), 5.94 (s, 1H), 6.65 (s, 1H), 7.33 (d, 2H), 7.75 (d, 2H), 7.88 (d, 1H), 8.35 (d, 1H), 8.97 (s, 1H), 8.96-9.01 (m, 2H), 10.51 (s, 1H), 12.30 (br. 1H), 13.60 (br. 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745443B2
Source datasetuspto-grants-2010_06
ORD IDord-30d280a04e5c4ef0b7b8413e0b5e46c6
Source noteuspto-grants-2010_06