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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746628Generated: October 31, 2026

Trifluoroacetic acid → HCID 58591578, compound

https://huagongshe.com/reaction/746628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium HydroxideHCID 14923—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 58591559HCID 58591559—
SolventDichloromethaneHCID 6344—
ProductHCID 58591578HCID 58591578—

Reaction Steps

Sodium borohydride (16 mg, 0.42 mmol) was added to a cooled (0° C.) solution of TFA (0.6 mL). The mixture was stirred for 30 min at room temperature. A solution of 1-[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-2-methoxy-ethanone (10 mg, 0.036 mmol) in dichloromethane ((0.6 mL) was added and the mixture was heated at reflux for 1 hour. An additional batch of sodium borohydride (10 mg) was added and the reaction was stirred overnight at rt. Diluted NH4OH was added until the pH of the mixture was approximately 9. The product was extracted with dichloromethane, the organic layer was concentrated and purified by mass triggered preparative HPLC to afford {2-[3-(2-methoxy-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-dimethyl-amine (Compound 22-2). (MH+=263.9, tR=4.07, Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07393865B2
Source datasetuspto-grants-2008_07
ORD IDord-ed2b2a0635d446ef8399bb1564ab4c8a
Source noteuspto-grants-2008_07