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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524003Generated: October 30, 2026

Acetic Acid → HCID 118939095, compound

https://huagongshe.com/reaction/524003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 1,2,3,4-tetrahydroisoquinoline-5-carboxylate--hydrogen chloride (1/1)HCID 44607840—
ReactantHCID 89479126HCID 89479126—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118939095HCID 118939095—

Reaction Steps

To 600 mg (2.64 mmol) 1,2,3,4-tetrahydro-isoquinoline-5-carboxylic acid methyl ester hydrochloride and 657 mg (2.64 mmol) [(S)-1-(4-formyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (example II) in 5 mL THF are added 452 μL (7.91 mmol) AcOH and the mixture is stirred at r.t. for 10 min. After that time, the resulting mixture is cooled to 0° C., 838 mg (3.95 mmol) sodium triacetoxyborohydride are added and the reaction mixture is stirred at r.t. for 2 h. The reaction is quenched by the addition of 500 μl water and purified by HPLC (ACN/H2O/NH3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340510B2
Source datasetuspto-grants-2016_05
ORD IDord-ef1e7375efff4329951676a80a910bfe
Source noteuspto-grants-2016_05