Methyl iodide → HCID 11653881, compound

A solution of 1 of (4-chloro-3-trifluoromethyl-phenyl)-carbamic acid -1,2,3,4-tetrahydro-quinolin-6-yl ester (0.74 g., 2 mmol) in dry dimethylformamide (5 ml) was added to a stirred suspension of sodium hydride (0.048 g., 2 mmol) in dry dimethylformamide (5 ml) at −10° C. during 5 min. The reaction mixture was stirred for 30 min. Then methyl iodide (0.224 ml, 3.6 mmol) was added to the stirring reaction mixture. Stirring was continued for additional 1.25 hours during which the temperature was allowed to rise to room temperature (34° C.). The reaction mixture was quenched with water (0.2 ml), concentrated under vaccum, diluted with water (5 ml), extracted with chloroform (2×5 ml) and dried over sodium sulphate. The combined fractions of chloroform were concentrated under vaccum. The residue was chromatographed on silica gel using dichloromethane-hexane (20:80) as eluant to give 2q; yield: 0.42 g. (54.6%).

1. stirringStirring
2. waitwas continued for additional 1.25 hours during which
3. customto rise to room temperature
4. custom(34° C.)
5. customThe reaction mixture was quenched with water (0.2 ml)
6. concentrationconcentrated under vaccum
7. additiondiluted with water (5 ml)
8. extractionextracted with chloroform (2×5 ml)
9. dry with materialdried over sodium sulphate
10. concentrationThe combined fractions of chloroform were concentrated under vaccum
11. customThe residue was chromatographed on silica gel

ORD record

ord-2378f1720ac0437e9b008e89cad11de4

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07655801B2