Methylamine → HCID 21354507、化合物

温度

100 °C

To a suspension of 4-bromo-2-fluoro-1-methylbenzene (1.0 g, 5.3 mmol), KOAc (1.3 g, 13.2 mmol), and CuI (1.2 g, 6.4 mmol) in DMF (20 mL) was added methylamine (26.5 mL, 2.0M in THF, 53.0 mmol) at r.t. under N2. The reaction was stirred at 100° C. overnight in a sealed tube. The reaction mixture was filtered, diluted with water (50 mL), and extracted with EtOAc (50 mL×3). The organic layers were washed with ammonium hydroxide (50 mL×3) and brine (50 mL), dried (Na2SO4), and concentrated. The residue was purified by silica gel chromatography (PE:EtOAc=20:1) to give 310 mg (42%) of the title compound as a yellow oil. [M+H] Calc'd for C8H10FN, 140. Found, 140.

1. filtrationThe reaction mixture was filtered
2. additiondiluted with water (50 mL)
3. extractionextracted with EtOAc (50 mL×3)
4. washThe organic layers were washed with ammonium hydroxide (50 mL×3) and brine (50 mL)
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated
7. customThe residue was purified by silica gel chromatography (PE:EtOAc=20:1)

ORDレコード

ord-d9c8422db28a4c06a2709eddfc0e6b3a

出典データセット

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09447046B2