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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051231Generated: October 26, 2026

Water → (S)-1-(4-fluoro-benzenesulfonyl)-piperidine-2-carboxylic acid[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-amide

https://huagongshe.com/reaction/1051231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboxylic acidHCID 768662—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-ylamineHCID 90102891—
SolventDichloromethaneHCID 6344—
Product(S)-1-(4-fluoro-benzenesulfonyl)-piperidine-2-carboxylic acid[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-amideHCID 7422067386%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-ylamine (35 mg, 0.13 mmol) in CH2Cl2 (5 mL) was added (S)-1-(4-fluoro-benzenesulfonyl)-piperidine-2-carboxylic acid (37 mg, 0.13 mmol) and HATU (49 mg, 0.13 mol). The solution was stirred at 25° C. for 1 h and poured into water. The aqueous phase was extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. Filtration followed by concentration in vacuo gave a brown solid. Flash chromatography (70/30 hexanes/ethyl acetate) afforded (S)-1-(4-fluoro-benzenesulfonyl)-piperidine-2-carboxylic acid[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-amide (60 mg, 86%) as a white solid. MH+ 543.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388166B2
Source datasetuspto-grants-2016_07
ORD IDord-0552468db34f425d8c0965b4981a2a11
Source noteuspto-grants-2016_07