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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657278Generated: November 3, 2026

1,2-Dimethoxyethane → HCID 68695049, compound

https://huagongshe.com/reaction/657278

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant4-HydroxybutanenitrileHCID 220705—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-(7-Fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl esterHCID 59551736—
SolventPropan-2-one--dichloromethane (1/1)HCID 21584124—
ProductHCID 68695049HCID 6869504942%

Reaction Steps

A mixture of 4-hydroxybutyronitrile (24.2 mg, 285 μmol) [Organometallics (1996), 15(4), 1236-41], KOtBu (34.8 mg, 311 μmol), and DME was stirred at rt, followed by the addition of 4-(7-Fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester (48.8 mg, 147 μmol) (prepared as described in Example 65b). The resulting homogeneous solution was stirred at rt for 2 hr, and was then directly loaded onto a 5 g Jones silica cartridge pre-equilibrated with 9:1 DCM/acetone, and eluted with 9:1→8:2 DCM/acetone to afford the title intermediate (24.5 mg, 42%) as a colorless oil. LC/MS (ESI) calcd mass 396.2, found 397.1 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071768B2
Source datasetuspto-grants-2011_12
ORD IDord-58b1eee3603546b78f50955a6ba68eaf
Source noteuspto-grants-2011_12