Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 1-[2-[3-(2-Dimethylamino-ethoxy)-phenyl]-5-(2-hydroxy-1,1-dimethyl-ethyl)-2H-pyrazol-3-yl]-3-{(1S,4R)-4-[3-((S)-2-methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-urea formate salt

温度

45 °C

A solution of Intermediate 153g (317 mg, 0.31 mmol) in MeOH (3.1 mL) was treated with pyridinium para-toluenesulfonate (235 mg, 0.93 mmol) and the mixture was stirred at 45° C. for 19 h. The cooled solution was concentrated in vacuo, and the residue was partitioned between DCM and a saturated aqueous sodium bicarbonate solution. The phases were separated and the aqueous layer was extracted with DCM (×2). The combined organic phase was washed with water, a saturated aqueous sodium bicarbonate solution, and brine, dried (Na2SO4) and concentrated in vacuo to a cream coloured foam. The foam was purified by FCC, using 0-10% MeOH in DCM, to give the title compound as a colourless glass (217 mg, 75%). LCMS (Method 3): Rt 5.06 min, ink 933.7 [MH+].

1. concentrationThe cooled solution was concentrated in vacuo
2. customthe residue was partitioned between DCM
3. customThe phases were separated
4. extractionthe aqueous layer was extracted with DCM (×2)
5. washThe combined organic phase was washed with water
6. dry with materiala saturated aqueous sodium bicarbonate solution, and brine, dried (Na2SO4)
7. concentrationconcentrated in vacuo to a cream
8. customThe foam was purified by FCC

ORDレコード

ord-409a627243dc4c22a7e871878b909a44

出典データセット

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09315503B2