Water → N-((6-(2-((cyclohexylamino)methyl)phenyl)pyridin-2-yl)(2-isopropylphenyl)methyl)-2,6-diisopropylaniline

HRID 629854ノート

反応式

HRID 629854 の反応式
[CH:1]1([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[N:20]=[C:19]([CH:21]=[N:22][C:23]3[C:28]([CH:29]([CH3:31])[CH3:30])=[CH:27][CH:26]=[CH:25][C:24]=3[CH:32]([CH3:34])[CH3:33])[CH:18]=[CH:17][CH:16]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:35]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=1[Li])([CH3:37])[CH3:36].O>CCOCC>[CH:1]1([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[N:20]=[C:19]([CH:21]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=3[CH:35]([CH3:37])[CH3:36])[NH:22][C:23]3[C:24]([CH:32]([CH3:34])[CH3:33])=[CH:25][CH:26]=[CH:27][C:28]=3[CH:29]([CH3:30])[CH3:31])[CH:18]=[CH:17][CH:16]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 962WaterHCID 118340994N-((6-(2-((cyclohexylamino)methyl)phenyl)pyridin-2-yl)methylene)-2,6-diisopropylanilineHCID 178506681HCID 178506681、化合物

生成物 1

HCID 118340995N-((6-(2-((cyclohexylamino)methyl)phenyl)pyridin-2-yl)(2-isopropylphenyl)methyl)-2,6-diisopropylaniline

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

Et2O (10 mL) was added to compound 9 (0.189 g, 0.417 mmol) to form a clear pale yellow solution. At −80° C., an Et2O (5 mL) solution of 2-isopropylphenyllithium (0.136 g, 1.08 mmol) was added dropwise to form a red-purple solution. The mixture was allowed to slowly warm to ambient temperature overnight. Water (50 mL) was then added followed by Et2O (50 mL). The organics were separated, dried with brine and then MgSO4. Evaporation of the volatiles afforded compound 10, which did not require any purification. Yield: 0.224 g, 76.2%. 1H NMR (CD2Cl2): δ 7.67 (t, 2H), 7.1-7.53 (m, 10H), 7.00 (m, 3H), 5.44 (d, 1H), 4.40 (d, 1H), 3.69 (s, 2H), 3.11 (sept, 1H), 2.91 (sept, 2H), 2.24 (m, 1H), 1.5-1.7 (m, 6H), 1.25 (d, 3H), 1.1-1.2 (m, 4H), 0.97 (d, 12H), 0.93 (d, 6H).

後処理

  1. customto form a clear pale yellow solution
  2. customto form a red-purple solution
  3. customThe organics were separated
  4. dry with materialdried with brine
  5. customEvaporation of the volatiles

出典と根拠

ORDレコード
ord-27070a9a0cf14a67af7dcca788e4c8d0
出典データセット
uspto-grants-2016_04
特許番号
US09315526B2

反応ノート

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