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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656146Generated: October 29, 2026

Dimethylamine → HCID 25072551, compound

https://huagongshe.com/reaction/656146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 59332756HCID 59332756—
CatalystAcetic AcidHCID 176—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 25072551HCID 2507255137.3%

Reaction Steps

3-(2,2-Dimethyl-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-5-(5-formyl-3-thienyl)-1H-indole-7-carboxamide (30 mg, 0.070 mmol) was dissolved in dimethyl sulfoxide (1.5 mL) and put in a microwave vial. The mixture was stirred and 1-2 drops of acetic acid was added, dimethylamine (0.348 mL, 0.697 mmol) was added. The mixture was stirred 2 hours at 23° C., before adding sodium triacetoxyborohydride polymer bound (299 mg, 0.697 mmol). The vial was sealed using a silicon septum, and the mixture left stirring overnight at 23° C. The sodium triacetoxyborohydride polymer bound was removed by filtration (syringe filter 45 um). The product was purified by preparative HPLC (NH4OH buffer). The desired fractions were concentrated, giving 12 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071584B2
Source datasetuspto-grants-2011_12
ORD IDord-b9c46315d2e5495f9a54556f01d700d5
Source noteuspto-grants-2011_12