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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852043Generated: October 30, 2026

Bromine → 3-{5-Bromo-6-[(2,2-dimethyl-propyl)-amino]-pyrimidin-4-ylamino}-4,n-dimethyl-benzamide

https://huagongshe.com/reaction/852043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantSodium BicarbonateHCID 516892—
Reactant3-[6-(2,2-Dimethyl-propylamino)-pyrimidin-4-ylamino]-4,N-dimethyl-benzamideHCID 58928537—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-{5-Bromo-6-[(2,2-dimethyl-propyl)-amino]-pyrimidin-4-ylamino}-4,n-dimethyl-benzamideHCID 1013599856.4%

Reaction Steps

To a solution of 3-{6-[(2,2-dimethyl-propyl)-amino]-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide (0.45 g, 1.37 mmol) in methylene chloride (10 mL), was added sat. aq. sodium bicarbonate (2 mL) and bromine (0.07 mL, 1.37 mmol). The resulting mixture was stirred at room temperature for 18 hours, and the reaction was then diluted with water (20 mL). The organic layer was separated and the aqueous layer was extracted with DCM (10 mL). The combined organic layer was dried (sodium sulfate), filtered and concentrated. The residue was purified by silica gel column chromatography using 2% methanol in DCM as eluent to afford the product (314 mg, yield 56%). MS (m/z): 406 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253174B2
Source datasetuspto-grants-2007_08
ORD IDord-58762b739ecc4384a63dc2c975c11829
Source noteuspto-grants-2007_08