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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359139Generated: November 3, 2026

Diisopropylethylamine → HCID 71582309, compound

https://huagongshe.com/reaction/2359139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 688022—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86688452HCID 86688452—
SolventDichloromethaneHCID 6344—
ProductHCID 71582309HCID 7158230966.7%

Reaction Steps

To a stirred solution of the ((S)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)piperazin-2-yl)methanol (0.072 g, 0.18 mmol) and (R)-1-(t-butoxycarbonyl)pyrrolidine-2-carboxylic acid (0.078 g, 0.36 mmol) in dichloromethane (2.0 mL) was added HATU (0.14 g, 0.36 mmol) and iPr2NEt (0.10 mL, 0.57 mmol). The reaction mixture was stirred at room temperature for 30 min, and was then diluted with dichloromethane. The mixture was washed with deionized water, and the aqueous layer was extracted with dichloromethane (2×15 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2, 30-100% ethyl acetate in hexanes) to afford the desired product (0.072 g, 0.12 mmol, 30% for 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685959B2
Source datasetuspto-grants-2014_04
ORD IDord-f3b8bab793b64bcc95290df19a41532f
Source noteuspto-grants-2014_04