Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747472Generated: November 1, 2026

Triphenylphosphine → HCID 59497231, compound

https://huagongshe.com/reaction/1747472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1,1-Dimethylethyl 6-chloro-4-(hydroxymethyl)-1H-indole-1-carboxylateHCID 59497352—
ReactantHCID 59497358HCID 59497358—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59497231HCID 5949723147%

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Chloro-4-hydroxymethyl-indole-1-carboxylic acid tert-butyl ester 350 mg, 1.24 mmol and 3-(2-Oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid methyl ester (300 mg 1.36 mmol, from Example 2) are dissolved in tetrahydrofuran 6.0 mL and triphenylphospine (630 mg 1.37 mmol) is added in one portion to the reaction. The reaction is cooled to 0° C. and then diisopropyl azodicarboxylate (265 μL 1.37 mmol) is added drop wise to the reaction over 5 minutes, and warmed to room temperature. The reaction is stirred for 15 minutes and then evaporated in vacuo, and purified on silica gel with hexanes ethyl acetate as the eluent to give the title compound (280 mg, 0.58 mmol, 47%). LCMS (ESMS): m/z 484.9 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-3f5699ac2e42457589dbc6001c9c3179
Source noteuspto-grants-2015_10