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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361626Generated: October 30, 2026

Dichloromethane → 4-methyl-N3-(3-pyrimidin-4-yl-pyridin-2-yl)-benzene-1,3-diamine

https://huagongshe.com/reaction/1361626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
Reactant[4-Methyl-3-(3-pyrimidin-4-yl-pyridin-2-ylamino)-phenyl]-carbamic acid tert-butyl esterHCID 66970434—
SolventEthyl AcetateHCID 8857—
Product4-methyl-N3-(3-pyrimidin-4-yl-pyridin-2-yl)-benzene-1,3-diamineHCID 58396272—

Reaction Conditions

Temperature0 °C

Reaction Steps

The title compound was prepared according to the procedure described in J. Am. Chem. Soc. 1993, 115, 905-916. To [4-methyl-3-(3-pyrimidin-4-yl-pyridin-2-ylamino)-phenyl]-carbamic acid tert-butyl ester (550 mg, 1.46 mmol) was added CH2Cl2 (15 mL) and TFA (3.0 mL). The mixture was stirred for 3 h at 0° C., diluted with EtOAc and extracted with 50% aqueous Na2CO3. The organic layer was dried over Na2SO4, filtered and concentrated to yield 4-methyl-N3-(3-pyrimidin-4-yl-pyridin-2-yl)-benzene-1,3-diamine. MS m/z=278 [M+1]+. Calc'd for C16H15FN5: 277.33.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880000B2
Source datasetuspto-grants-2011_02
ORD IDord-4385e9ccf6024e37a97b688ef6dcffb9
Source noteuspto-grants-2011_02