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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400055Generated: November 3, 2026

Methanol → HCID 67981351, compound

https://huagongshe.com/reaction/1400055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethyl SulfideHCID 1068—
ReactantHCID 67510086HCID 67510086—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67981351HCID 6798135186%

Reaction Steps

To a solution of tert-butyl 6-(methoxymethyl)-1-(4-(2-oxopyrrolidin-1-yl)phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylate (500 mg, 1.29 mmol) obtained in Step 2 of Example XXXIII, in dry THF (10 mL), was added BH3.Me2S complex (3.23 mL, 6.47 mmol, 2M in THF) at 0° C. under nitrogen atmosphere. The reaction mixture was refluxed for 4 h. After completion of the reaction as confirmed by TLC, methanol (20 mL) was added and the reaction mixture was heated to reflux for 1 h. The solvents were removed in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 3:7 EtOAc:Pet. ether) to afford the title compound (400 mg, 86%) as a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-0483cb1269f44d2890cb1b754edc7aac
Source noteuspto-grants-2014_12