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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554350Generated: October 31, 2026

Methyl morpholine oxide → HCID 86620770, compound

https://huagongshe.com/reaction/554350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 66924920HCID 66924920—
CatalystHCID 178419074HCID 178419074—
SolventTolueneHCID 1140—
ProductHCID 86620770HCID 8662077086.5%

Reaction Steps

Using methyl 5-bromo-4-isopropyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate (4.8 g), and a 1.5 mol/L solution (50 mL) of diisobutylaluminum hydride in toluene, tetra-n-propylammonium perruthenate (218 mg), N-methylmorpholine N-oxide (1.6 g) and molecular sieves 4A powder (2.5 g), a procedure as in Reference Example 6 was performed to give crude 5-bromo-4-isopropyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (3.83 g) as an oil. Furthermore, using 40% methylamine methanol solution (877 mg), sodium borohydride (474 mg) and crude 5-bromo-4-isopropyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (3.83 g), a procedure as in Reference Example 66 was performed to give the title compound as a colorless oil (yield 502 mg, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-0e3b77b260d84f2497d9bba75cc1be57
Source noteuspto-grants-2011_11