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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109315Generated: November 1, 2026

Diisopropylethylamine → HCID 21097218, compound

https://huagongshe.com/reaction/2109315

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—
ReactantN-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamideHCID 10214710—
ReactantHCID 21097332HCID 21097332—
SolventDimethylformamideHCID 6228—
ProductHCID 21097218HCID 21097218—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Methyl-3-(4-pyridin-3-yl-imidazol-1-yl)-benzoic acid (15 mg; 0.054 mmol), N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methane-sulfonamide (29 mg; 0.11), and HATU (49 mg; 0.11 mmol) were dissolved in 1 mL of DMF, and the mixture was chilled to 0° C. Diisopropylethylamine (19 μL; 0.11 mmol) was then added, the cold-bath was removed, and the mixture was stirred overnight. The mixture was then poured into water and extracted with EtOAc. The organic portion was washed with NaHCO3 and brine, and the washes were extracted once with EtOAc. The extracts were combined, dried with Na2SO4, filtered, and concentrated. Chromatography (0-6.5% MeOH/0.5% NH4OH in CH2Cl2) provided 23 mg (0.043 mmol; 80%) of Example 160. ESI MS m/z 534 [C28H31N5O4S+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514458B2
Source datasetuspto-grants-2009_04
ORD IDord-554c081abf51448086f5951e6a1e092d
Source noteuspto-grants-2009_04