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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876824Generated: October 30, 2026

Dimethylformamide dimethyl acetal → HCID 178526359, compound

https://huagongshe.com/reaction/876824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant4-(Chloromethyl)pyridin-2-amineHCID 45108208—
SolventIsopropanolHCID 3776—
ProductHCID 178526359HCID 17852635950.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-(chloromethyl)pyridin-2-amine (4-1) (1.56 g, 8.7 mmol) in propan-2-ol (15 mL) was added DMF-DMA (1.56 mL, 11.3 mmol) at room temperature under N2. The reaction mixture was heated to 90° C. for 3 h. After cooled to 50° C., the mixture was treated with NH2OH.HCl (0.781 g, 11.3 mmol), then stirred at 50° C. overnight. After cooled to room temperature, the mixture was concentrated and purified by chromatography on silica gel to afford the title compound (820 mg). MS (m/z): 186 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987269B2
Source datasetuspto-grants-2015_03
ORD IDord-807fcd1429d04fc2b39b3fa6cf263654
Source noteuspto-grants-2015_03