Sodium Hydroxide → HCID 57633744、化合物

HRID 2109100ノート

反応式

HRID 2109100 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:17][C:18]([F:21])([F:20])[F:19])[CH2:10][CH:11]([CH3:16])[C:12]([O:14]C)=[O:13])=[CH:5][C:4]=1[C:22]([F:25])([F:24])[F:23])#[N:2].[OH-].[Na+]>C1COCC1.CO>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:17][C:18]([F:21])([F:19])[F:20])[CH2:10][CH:11]([CH3:16])[C:12]([OH:14])=[O:13])=[CH:5][C:4]=1[C:22]([F:23])([F:25])[F:24])#[N:2]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 57633720HCID 57633720、化合物

生成物 1

HCID 57633744HCID 57633744、化合物収率 94%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

A solution of methyl 3-[[4-cyano-3-(trifluoromethyl)phenyl](2,2,2-trifluoroethyl)amino]-2-methylpropanoate (0.056 g, 0.152 mmol) in 1:1 THF/MeOH (6 mL) was treated with NaOH (1N, 1 mL, 1.0 mmol) and heated at 75° C. for 30 min. Upon cooling, the mixture was partitioned between EtOAc and 0.1N HCl. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with brine, dried (Na2SO4) and concentrated in vacuo to give the title compound (0.050 g, 94% yield): 1H NMR (400 MHz, CDCl3) δ 7.66 (d, J=8.8 Hz, 1H), 7.06 (d, J=2.6 Hz, 1H), 6.92 (dd, J=8.8, 2.6 Hz, 1H), 4.20-4.02 (m, 2H), 3.87 (dd, J=15.6, 9.0 Hz, 1H), 3.56 (dd, J=15.6, 5.0 Hz, 1H), 3.0-2.9 (m, 1H), 1.29 (d, J=7.1 Hz, 3H).

後処理

  1. temperatureUpon cooling
  2. customthe mixture was partitioned between EtOAc and 0.1N HCl
  3. extractionThe aqueous phase was extracted with EtOAc
  4. washthe combined organic phases were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-244f915f041d40f383a3ba9fb9f16de4
出典データセット
uspto-grants-2009_04
特許番号
US07514470B2

反応ノート

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