Tetrahydrofuran → HCID 178438855, 화합물

HRID 1412604

반응식

HRID 1412604 반응식
[O:1]=[C:2]1[C:7]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([C:22]#[N:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[CH3:9])=[C:6]([CH2:24][CH2:25][CH3:26])[N:5]2[N:27]=[CH:28][N:29]=[C:4]2[N:3]1[CH:30]1[CH2:35][CH2:34][C:33](=[O:36])[CH2:32][CH2:31]1.O1CCCC1.[BH4-].[Na+]>CO>[OH:36][C@H:33]1[CH2:34][CH2:35][C@H:30]([N:3]2[C:2](=[O:1])[C:7]([CH:8]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[C:17]([C:22]#[N:23])=[CH:18][CH:19]=[CH:20][CH:21]=4)=[CH:12][CH:11]=3)[CH3:9])=[C:6]([CH2:24][CH2:25][CH3:26])[N:5]3[N:27]=[CH:28][N:29]=[C:4]23)[CH2:31][CH2:32]1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 670104904'-{1-[5-Oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]ethyl}biphenyl-2-carbonitrile

생성물 1

HCID 178438855HCID 178438855, 화합물수율 89.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of 4′-{1-[5-oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]ethyl}biphenyl-2-carbonitrile (1.38 g), tetrahydrofuran (15 mL) and methanol (10 mL) was added sodium borohydride (0.50 g) at 0° C., and the mixture was stirred at room temperature for 30 min. After evaporation of the solvent under reduced pressure, the residue was extracted with water and ethyl acetate. The obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless oil (1.24 g, 89%).

후처리

  1. customAfter evaporation of the solvent under reduced pressure
  2. extractionthe residue was extracted with water and ethyl acetate
  3. washThe obtained ethyl acetate layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ea8645dcac1e4c028928f41ff24d4d77
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921379B2

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