Methanol → 1-(5-Fluoropyrimidin-2-yl)ethanol

反応式

C1(C2NN=C(N[C:10]3[C:15]([F:16])=C[C:13]([CH2:17]N4CCOCC4)=[C:12]([NH:24][C@H:25](C4C=CC(F)=CC=4)C)[N:11]=3)C=2)CC1.[BH4-].[Na+].C[OH:37]>>[F:16][C:15]1[CH:25]=[N:24][C:12]([CH:13]([OH:37])[CH3:17])=[N:11][CH:10]=1

参加物

反応物 3

HCID 887Methanol

HCID 4311764Sodium borohydride

HCID 69286265HCID 69286265、化合物

生成物 1

HCID 665706531-(5-Fluoropyrimidin-2-yl)ethanol収率 99%

反応条件

温度: 0 °C

実験手順

1-(5-Fluoropyrimidin-2-yl)ethanone (Method 75, 0.77 g) was dissolved in MeOH (15 ml), and the solution was cooled to 0° C. NaBH4 (0.210 g, 5.55 mmol) was added. The mixture was stirred at room temperature for 1 hour and then partitioned between EtOAc and H2O. The organic extract was washed with brine, dried (Na2SO4), filtered, and concentrated to give the title compound as a yellowish oil (0.79 g, 99%). 1H NMR (CDCl3) δ 8.65 (s, 2H), 5.20 (m, 1H), 4.00 (br s, 1H), 1.80 (d, 3H).