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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250860Generated: October 31, 2026

Diisopropylethylamine → HCID 57070053, compound

https://huagongshe.com/reaction/1250860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 69920335HCID 69920335—
SolventTetrahydrofuranHCID 8028—
Solvent1,4,5,6-Tetrahydropyrimidin-2-amineHCID 3287412—
ProductHCID 57070053HCID 57070053—

Reaction Steps

61 mg of 4-{4-[(2S)-2-tert-butoxycarbonyl-2-(naphthalene-1-sulfonylamino)-ethyl]-phenoxy}-butyric acid were dissolved in tetrahydrofuran and 14 mg of 1,4,5,6-tetrahydropyrimidin-2-ylamine, 0.103 ml of diisopropylethylamine and 49.7 mg of 7-azabenzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU) were added. The reaction mixture was stirred overnight, and the solvent was removed in vacuo. The residue was dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution. The organic phase was dried with sodium sulfate, filtered and the solvent was removed in vacuo. The residue was chromatographed on reversed-phase (C-18) silica gel eluting with a gradient of 10-90% acetonitrile in water. Yield 31 mg. MS (FAB+): m/e=595.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06340679B1
Source datasetuspto-grants-2002_01
ORD IDord-69c975db3da74a719567850176d2e651
Source noteuspto-grants-2002_01