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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591672Generated: October 31, 2026

Tryptamine → HCID 11242389, compound

https://huagongshe.com/reaction/1591672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTryptamineHCID 1150—
ReactantTriethylamineHCID 8471—
ReactantAcetylglycineHCID 10972—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
SolventDimethylformamideHCID 6228—
ProductHCID 11242389HCID 1124238978%

Reaction Conditions

Temperature0 °C

Reaction Steps

Diphenylphosphorylazide (5.8 ml, 27.5 ml) and triethylamine (3.85 ml, 27.5 ml) were added in succession to a mixture of tryptamine (4.32 g, 27 mmol) and N-acetylglycine (3.3 g, 28 mmol) in DMF (100 ml) cooled to 0° C. The mixture was stirred under nitrogen at ambient temperature for 12 h, then the solvent was eliminated under reduced pressure. The residue obtained was flash chromatographed on silica gel to produce the expected product (m=5.5 g, 21 mmol), giving a yield of 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291627B2
Source datasetuspto-grants-2007_11
ORD IDord-ae2574ab53e94c1987a5b532049724f5
Source noteuspto-grants-2007_11