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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192867Generated: October 31, 2026

Water → tert-butyl (3S,5R)-3-[({7-[(3-methoxypropyl)amino]thieno[3,2-b]pyridin-6-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/2192867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-MethoxypropylamineHCID 1672—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl (3S,5R)-3-{[(7-chlorothieno[3,2-b]pyridin-6-yl)carbonyl](2-methylpropyl)amino}-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylateHCID 59625380—
SolventIsopropanolHCID 3776—
Producttert-butyl (3S,5R)-3-[({7-[(3-methoxypropyl)amino]thieno[3,2-b]pyridin-6-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylateHCID 5962529368.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

tert-Butyl (3S,5R)-3-{[(7-chlorothieno[3,2-b]pyridin-6-yl)carbonyl](2-methylpropyl)amino}-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (120 mg), 3-methoxypropan-1-amine (113 mg) and diisopropylethylamine (0.22 ml) were dissolved in 2-propanol (5 ml), and the mixture was stirred at 60° C. for 12 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-methanol (1:0-9:1) was concentrated under reduced pressure to give the object compound (90 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329691B2
Source datasetuspto-grants-2012_12
ORD IDord-2d38b441d609423a8acb80c4ceac62d2
Source noteuspto-grants-2012_12