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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478037Generated: October 30, 2026

Triethylamine → 5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(3-(methylsulfonyl)-3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1478037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(3-azaspiro[5.5]undecan-9-yl) pyrimidine-2,4-diamineHCID 118390069—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(3-(methylsulfonyl)-3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamineHCID 11838999772%

Reaction Steps

To a suspension of 5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine (0.16 g, 0.43 mmol) in anhydrous DCM (10.0 mL) were added DMAP (0.011 g, 0.092 mmol) and Et3N (0.15 mL, 1.10 mmol), followed by methanesulfonyl chloride (0.076 g, 0.66 mmol) at 0° C. The mixture was stirred at room temperature overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=10/1) to give the product as a light yellow solid (0.14 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-96fb8b7ee552400e9133085e0f021af6
Source noteuspto-grants-2016_08