Sodium Hydroxide → (S)-4-(7-(3-methoxy-5-(2-methylpyrrolidin-1-yl)phenylamino)thiazolo[5,4-d]pyrimidin-5-yl)benzoic acid

温度

30 °C

The mixture of (S)-methyl 4-(7-(3-methoxy-5-(2-methylpyrrolidin-1-yl)phenylamino)thiazolo[5,4-d]pyrimidin-5-yl)benzoate (121 mg, 0.25 mmol) and NaOH (102 mg, 2.54 mmol) in dioxane (20 mL) and H2O (10 mL) was heated to 30° C. for 2 h. The reaction mixture was concentrated and the aqueous residue was adjusted to pH˜4 by the addition of conc. HCl. The solution was extracted with ethyl acetate (10 mL×3), then combined organics dried over Na2SO4 and concentrated to afford (S)-4-(7-(3-methoxy-5-(2-methylpyrrolidin-1-yl)phenylamino)thiazolo[5,4-d]pyrimidin-5-yl)benzoic acid (50 mg, crude) as yellow solid which was used to next step without purification. LC-MS: 462 [M+H]+, tR=1.699 min.

1. concentrationThe reaction mixture was concentrated
2. additionthe aqueous residue was adjusted to pH˜4 by the addition of conc. HCl
3. extractionThe solution was extracted with ethyl acetate (10 mL×3)
4. dry with materialcombined organics dried over Na2SO4
5. concentrationconcentrated

ORDレコード

ord-cd8c13d8dd21406e82f3886ee045f7ca

出典データセット

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08921383B2