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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264276Generated: October 30, 2026

Dimethylformamide → HCID 178480086, compound

https://huagongshe.com/reaction/2264276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178521601HCID 178521601—
SolventWaterHCID 962—
ProductHCID 178480086HCID 17848008682%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a flask was added compound 18 (17 mg), methyl iodide (7.8 mg), K2CO3 (10 mg), and DMF (1 mL). The mixture was heated to 50° C. for 2 hrs, then poured into water and extracted with EtOAc. The organic layer was separated, dried with MgSO4, then concentrated and the residue was purified by flash chromatography [DCM:MeOH/9.5:0.5] to afford 14 mg (82%) of the desired product. 1H NMR (300 MHz, CDCl3) δ 8.70 (d, 1 H), 8.40 (d, 1 H), 8.20 (d, 1 H), 7.85 (s, 1 H), 7.20 (dd, 1 H), 6.80 (d, 1 H), 5.00 (m, 1 H), 4.30 (m, 1 H), 3.96 (s, 3 H), 3.70 (m, 1 H), 2.30 (m, 2 H), 2.10 (m, 2 H), 1.70 (br s, 1 H), 1.50 (m, 2 H), 1.35 (m, 2 H). MS (ESI) m/I: 324 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855205B2
Source datasetuspto-grants-2010_12
ORD IDord-bc8dccf6f1b14baf8643fe55532159b2
Source noteuspto-grants-2010_12