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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449384Generated: October 29, 2026

Triethylamine → HCID 67542180, compound

https://huagongshe.com/reaction/449384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant[1-(tert-Butoxycarbonyl)piperidin-4-yl]acetic acidHCID 1512539—
Reactant4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl saltHCID 67541489—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67542180HCID 6754218079%

Reaction Steps

Triethylamine (40 uL, 0.29 mmol) was added to a mixture of 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt (25 mg, 0.058 mmol), [1-(tert-butoxycarbonyl)piperidin-4-yl]acetic acid (17 mg, 0.069 mmol) (AstaTech Cat. #66860), and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (28 mg, 0.063 mmol) in N,N-dimethylformamide (0.8 mL). The mixture was stirred at r.t. overnight. The mixture was diluted with water, and extracted with ethyl acetate (3×10 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with MeOH in dichloromethane (0-10%) to afford the desired product (25 mg, 79%). Analytic LCMS (M+H)+: m/z=550.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-a87e2bb9d64e452f9aaab227e37f9293
Source noteuspto-grants-2013_07