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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532850Generated: October 30, 2026

Sodium triacetoxyborohydride → 4-(8-{4-[2-(4-Hydroxy-piperidin-1-yl)-thiazol-4-ylmethyl]-[1,4]diazepan-1-yl}-6-methyl-quinolin-7-yloxy)-butyric acid methyl ester

https://huagongshe.com/reaction/532850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carbaldehydeHCID 59366161—
Reactant4-(8-[1,4]Diazepan-1-yl-6-methyl-quinolin-7-yloxy)-butyric acid methyl esterHCID 59366207—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
Product4-(8-{4-[2-(4-Hydroxy-piperidin-1-yl)-thiazol-4-ylmethyl]-[1,4]diazepan-1-yl}-6-methyl-quinolin-7-yloxy)-butyric acid methyl esterHCID 59366168—

Reaction Steps

The product from step 2 (3.63 mmol) was dissolved in 1,2-dichloroethane (7.26 mL), and 2-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carbaldehyde (771 mg, 3.63 mmol) was then added. This solution was stirred for 1 h, then NaBH(OAc)3 (1.54 g, 7.26 mmol) was added. The solution was stirred for 2 h, then diluted with CH2Cl2. The solution was washed with sat. aq. NaHCO3, then brine. The organic was dried over MgSO4, filtered, and concentrated to give the crude product. This was carried on without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853202B2
Source datasetuspto-grants-2014_10
ORD IDord-5b760c282397468abe0f6ffd8c5768e7
Source noteuspto-grants-2014_10