Iodoethane → HCID 67152582、化合物

HRID 602539ノート

反応式

HRID 602539 の反応式
[CH2:1]([O:3][C:4](=[O:35])[CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][N:12]=[C:13]([C:16]3[C:21]([CH2:22][CH3:23])=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:24][CH3:25])[CH:14]=2)[N:9]([C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=2)[CH:8]=1)[CH3:2].[Li+].[CH3:37][CH:38]([N-]C(C)C)C.[CH2:44]1COC[CH2:45]1.C(C1C=CC=CC=1)C.ICC.[NH4+].[Cl-]>C1COCC1>[CH2:1]([O:3][C:4](=[O:35])[C:5]([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][N:12]=[C:13]([C:16]3[C:21]([CH2:22][CH3:23])=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:24][CH3:25])[CH:14]=2)[N:9]([C:26]2[CH:27]=[CH:28][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:30][CH:31]=2)[CH:8]=1)([CH2:44][CH3:45])[CH2:37][CH3:38])[CH3:2]

参加物

7

反応物 5

HCID 6340IodoethaneHCID 25517Ammonium ChlorideHCID 2724682Lithium diisopropylamideHCID 67152479HCID 67152479、化合物HCID 68569164HCID 68569164、化合物

生成物 1

HCID 67152582HCID 67152582、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution of 3-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-propionic acid ethyl ester (120 mg, 0.25 mmol) in THF (3 mL) at −78° C. is added LDA (1.8 M solution in heptate/THF/ethylbenzene, 0.341 mL, 0.61 mmol). The mixture is stirred at −78° C. for 25 minutes and iodoethane (0.20 mL, 2.5 mmol) is added. The mixture is allowed to warm up to room temperature and stirred for 18 hours. To the mixture, an aqueous saturated NH4Cl solution (5 mL) is added, and THF is removed under reduced pressure. The product is extracted with EtOAc. The combined organic extracts are washed with brine, dried (Na2SO4), and concentrated under educed pressure. Chromatography of the residue on silica gel (Hexane/EtOAc, 4:1) gives 2-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-ylmethyl]-2-ethyl-butyric acid ethyl ester as a colorless oil.

後処理

  1. temperatureto warm up to room temperature
  2. stirringstirred for 18 hours
  3. customTHF is removed under reduced pressure
  4. extractionThe product is extracted with EtOAc
  5. washThe combined organic extracts are washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under educed pressure

出典と根拠

ORDレコード
ord-134c37da13824bd7bd44c9571e9e66fb
出典データセット
uspto-grants-2011_03
特許番号
US07906528B2

反応ノート

読み込み中…