Sulfuric Acid → HCID 59843349、化合物

反応式

[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N:9]2[C:13]3[N:14]=[C:15]([CH3:28])[N:16]=[C:17]([N:18]4[CH2:23][CH2:22][CH:21]([CH2:24][CH2:25][C:26]#[N:27])[CH2:20][CH2:19]4)[C:12]=3[C:11]([CH3:29])=[C:10]2[CH3:30])=[C:4]([CH3:31])[CH:3]=1.[OH:32]S(O)(=O)=O.[OH-].[Na+]>>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N:9]2[C:13]3[N:14]=[C:15]([CH3:28])[N:16]=[C:17]([N:18]4[CH2:23][CH2:22][CH:21]([CH2:24][CH2:25][C:26]([NH2:27])=[O:32])[CH2:20][CH2:19]4)[C:12]=3[C:11]([CH3:29])=[C:10]2[CH3:30])=[C:4]([CH3:31])[CH:3]=1

参加物

反応物 3

HCID 1118Sulfuric Acid

HCID 14798Sodium Hydroxide

HCID 67152512HCID 67152512、化合物

生成物 1

HCID 59843349HCID 59843349、化合物

実験手順

To 3-{1-[7-(4-bromo-2,6-dimethyl-phenyl)-2,5,6-trimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-piperidin-4-yl}-propionitrile (0.40 g), H2SO4 (4 mL) was added and the mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into ice, and then was made to alkaline by adding 4 M aqueous NaOH solution. The mixture was extracted with ethyl acetate and the organic phase and the organic phase was dried over Na2SO4. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified with column chromatography (silica gel: Wako gel C200, eluent: CHCl3:methanol=60/1) to obtain an oil. The oily product was crystallized from diethylether to obtain the title compound (0.33 g) as a white crystal.