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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549050Generated: October 29, 2026

1-Methoxy-2-propanol → 2-[5-(2-Methoxy-1-methyl-ethoxy)-1-methyl-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/549050

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methoxy-2-propanolHCID 7900—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazodicarboxylateHCID 22145704—
Reactant1-methyl-3-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-1H-indol-5-olHCID 22477251—
SolventTolueneHCID 1140—
Product2-[5-(2-Methoxy-1-methyl-ethoxy)-1-methyl-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 22477270—

Reaction Steps

A solution of triphenylphosphine (470 mg) and diisopropyldiazodicarboxylate (350 μl) in dry toluene (15 mL) was treated with 1-methyl-3-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-1H-indol-5-ol [150 mg, Reference Example 14(a)] followed by 1-methoxy-2-propanol (150 μl). The resulting mixture was heated under reflux for 5 hours then cooled and then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and pentane (1:1, v/v) to give the title compound (50 mg) as a clear oil. TLC: RF=0.65 (pentane/ethyl acetate: 1/1). MS: 480 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943616B2
Source datasetuspto-grants-2011_05
ORD IDord-8dcf39505b974879aeca7eda79ac228d
Source noteuspto-grants-2011_05