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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771219Generated: November 3, 2026

Diisopropylethylamine → HCID 66723689, compound

https://huagongshe.com/reaction/1771219

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—
Reactant(R)-4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoic acidHCID 66723519—
ReactantHCID 131732785HCID 131732785—
SolventDichloromethaneHCID 6344—
ProductHCID 66723689HCID 6672368937.4%

Reaction Steps

(R)-4-(Phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoic acid (INTERMEDIATE 8, 0.8 g, 1.60 mmol) was added to a solution of (S)-3-((tert-butyldiphenylsilyloxy)methyl)morpholine, hydrochloride salt (INTERMEDIATE 103, 0.57 g, 1.60 mmol), DIPEA (0.84 ml, 4.81 mmol) and HATU (0.92 g, 2.41 mmol) in DCM (10 ml) and the resulting mixture was stirred at room temperature for 2 hours. The mixture was diluted with DCM and washed with H2O (2×), 1N aq. NaHSO4 and saturated aq. NaHCO3. The organic layer was dried (Na2SO4), concentrated under reduced pressure and purified by column chromatography (ISCO, eluting with 0→100% DCM/10% MeOH in DCM) to provide the title product (0.5 g, yield: 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09248140B2
Source datasetuspto-grants-2016_02
ORD IDord-add2c12e21f24b419f4ce52915d03908
Source noteuspto-grants-2016_02