HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747472Generated: November 1, 2026
Triphenylphosphine → HCID 59497231, compound
https://huagongshe.com/reaction/1747472
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 1,1-Dimethylethyl 6-chloro-4-(hydroxymethyl)-1H-indole-1-carboxylate | HCID 59497352 | — |
| Reactant | HCID 59497358 | HCID 59497358 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59497231 | HCID 59497231 | 47% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150556B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-3f5699ac2e42457589dbc6001c9c3179 |
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| Source note | uspto-grants-2015_10 |
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