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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063570Generated: October 26, 2026

Sodium triacetoxyborohydride → {6-Methyl-8-[4-(1-phenyl-1H-pyrazol-3-ylmethyl)-[1,4]diazepan-1-yl]-quinolin-7-yloxy}-acetic acid ethyl ester

https://huagongshe.com/reaction/2063570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-Phenyl-1H-pyrazole-3-carbaldehydeHCID 13432476—
Reactant(8-[1,4]Diazepan-1-yl-6-methyl-quinolin-7-yloxy)-acetic acid ethyl esterHCID 59366177—
Solvent1,2-DichloroethaneHCID 11—
Product{6-Methyl-8-[4-(1-phenyl-1H-pyrazol-3-ylmethyl)-[1,4]diazepan-1-yl]-quinolin-7-yloxy}-acetic acid ethyl esterHCID 5936619357.3%

Reaction Steps

A mixture of (8-[1,4]diazepan-1-yl-6-methyl-quinolin-7-yloxy)-acetic acid ethyl ester (600 mg, 1.75 mmol), 1-Phenyl-1H-pyrazole-3-carbaldehyde (300.8 mg, 1.75) and NaBH(OAc)3 (408 mg, 1.92 mmol) in DCE (5 ml) was stirred at rt for 3 hrs. The reaction was then diluted with DCE (20 ml), filtered, and purified by flash column chromatography on silica gel to give the desired product (500 mg, 57%). MS (ES) m/z 500.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288373B2
Source datasetuspto-grants-2012_10
ORD IDord-7719b686cb074ef6a10763c6a99d0ab8
Source noteuspto-grants-2012_10