Tetrahydrofuran → HCID 178438761、化合物

HRID 519898

反応式

HRID 519898 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[C:10](=[O:29])[N:11]([CH:22]3[CH2:27][CH2:26][C:25](=[O:28])[CH2:24][CH2:23]3)[C:12]3[N:13]([N:18]=[C:19]([CH3:21])[N:20]=3)[C:14]=2[CH2:15][CH2:16][CH3:17])[CH:5]=[CH:4][C:3]=1[C:30]1[C:31]([C:36]#[N:37])=[CH:32][CH:33]=[CH:34][CH:35]=1.O1CCCC1.[BH4-].[Na+]>CO>[OH:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([N:11]2[C:10](=[O:29])[C:9]([CH2:8][C:6]3[CH:5]=[CH:4][C:3]([C:30]4[C:31]([C:36]#[N:37])=[CH:32][CH:33]=[CH:34][CH:35]=4)=[C:2]([CH3:1])[CH:7]=3)=[C:14]([CH2:15][CH2:16][CH3:17])[N:13]3[N:18]=[C:19]([CH3:21])[N:20]=[C:12]23)[CH2:23][CH2:24]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 670096082'-Methyl-4'-{[2-methyl-5-oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile

生成物 1

HCID 178438761HCID 178438761、化合物収率 91.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a mixture of 2′-methyl-4′-{[2-methyl-5-oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (1.10 g), tetrahydrofuran (10 mL) and methanol (10 mL) was added sodium borohydride (0.05 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 (1.01 g, 91%).

後処理

  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

出典と根拠

ORDレコード
ord-ccb1dea190894212844d5d609616440b
出典データセット
uspto-grants-2015_08
特許番号
US09115136B2

関連ノート

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