Diisopropylethylamine → HCID 67055325、化合物

HRID 602987ノート

反応式

HRID 602987 の反応式
[NH:1]1[CH2:4][CH:3]([CH:5]([C:10]2[CH:11]=[C:12]([CH:18]=[C:19]([F:21])[CH:20]=2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([F:9])([CH3:8])[CH3:7])[CH2:2]1.Br[CH:23]([C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[C:27]#[N:28].CCN(C(C)C)C(C)C>C(#N)C>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH:23]([C:24]2[CH:31]=[CH:30][CH:29]=[C:26]([C:27]#[N:28])[CH:25]=2)[N:1]2[CH2:4][CH:3]([CH:5]([C:10]3[CH:11]=[C:12]([CH:18]=[C:19]([F:21])[CH:20]=3)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([F:9])([CH3:8])[CH3:7])[CH2:2]2)=[CH:33][CH:34]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 670553513-[Bromo(4-chlorophenyl)methyl]benzonitrileHCID 67055353Ethyl 3-(1-azetidin-3-yl-2-fluoro-2-methylpropyl)-5-fluorobenzoate

生成物 1

HCID 67055325HCID 67055325、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

The mixture of 4.90 g (16.40 mmol) of ethyl 3-(1-azetidin-3-yl-2-fluoro-2-methylpropyl)-5-fluorobenzoate, 8.17 g of 3-[bromo(4-chlorophenyl)methyl]benzonitrile, 6 mL(34.36 mmol) of DIEA in 40 mL of acetonitrile was refluxed for 4 h, then concentrated in vacuo. The mixture was poured into 150 mL of CH2Cl2 and 30 mL of aq NaHCO3. The organic layer was dried over Na2SO4 and concentrated. Two pairs of racemic compounds were separated by silica gel chromatography. Single diastereomers were separated by a chiral AD column; Mass Spectrum: m/e=523 (M+1, 35Cl), 525 (M+1, 37Cl).

後処理

  1. temperaturewas refluxed for 4 h
  2. concentrationconcentrated in vacuo
  3. additionThe mixture was poured into 150 mL of CH2Cl2 and 30 mL of aq NaHCO3
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated
  6. customTwo pairs of racemic compounds were separated by silica gel chromatography
  7. customSingle diastereomers were separated by a chiral AD column

出典と根拠

ORDレコード
ord-cb5473dac1ad45ccbdaf58c5f0b59fef
出典データセット
uspto-grants-2011_03
特許番号
US07906652B2

反応ノート

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