Methanol → HCID 118061920, compound

To a solution of Intermediate 241A (100 mg, 0.515 mmol) in a 1:0.3:1THF:MeOH:water was added NaOH (41.2 mg, 1.030 mmol) and the resulting solution was stirred at RT for 12 h. The volatiles were removed under reduced pressure and the aqueous layer was washed with ethyl acetate. The pH of the aqueous layer was adjusted to 4 by adding an aqueous solution of 1.5 N HCl and extracted with ethyl acetate (3×10 mL) The combined organic layer was dried over Na2SO4 and evaporated under vacuum to afford Intermediate 241B as yellow sticky liquid (80 mg, 86%). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.10 (s, 1H), 6.35-6.95 (m, 1H), 3.74-3.89 (m, 2H), 2.85 (q, J=8.70 Hz, 1H) 2.63-2.77 (m, 1H) 1.95-2.10 (m, 4H).

1. customThe volatiles were removed under reduced pressure
2. washthe aqueous layer was washed with ethyl acetate
3. additionby adding an aqueous solution of 1.5 N HCl
4. extractionextracted with ethyl acetate (3×10 mL) The combined organic layer
5. dry with materialwas dried over Na2SO4
6. customevaporated under vacuum

ORD record

ord-006b4165109f41cc89a8928e34e29596

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09273058B2