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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78644Generated: October 25, 2026

Triethylamine → Tert-butyl 4-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonyl)benzylcarbamate

https://huagongshe.com/reaction/78644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 853605—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-Amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazideHCID 59471632—
SolventWaterHCID 962—
ProductTert-butyl 4-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonyl)benzylcarbamateHCID 59471855—

Reaction Steps

3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazide (100 mg, 0.2833 mmol) and 4-[(tert-butoxycarbonylamino)methyl]benzoic acid (71.19 mg, 0.2833 mmol) in dmf (1.000 mL) was treated with triethylamine (28.67 mg, 39.49 μL, 0.2833 mmol) followed by TBTU (109.2 mg, 0.3400 mmol) and the resulting solution stirred at room temperature overnight. The solution was poured dropwise onto rapidly stirred water (15 ml), stirred at room temperature for 1 h and then filtered to give the product as a pale yellow solid which was dried under high vacuum at 83° C. and then used directly in the next step without further purification (136 mg, 84%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841308B2
Source datasetuspto-grants-2014_09
ORD IDord-274bfcecd444489cab70c4af3438bfe5
Source noteuspto-grants-2014_09