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

HRID 629854노트

반응식

HRID 629854 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-27070a9a0cf14a67af7dcca788e4c8d0
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315526B2

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