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Cesium carbonate → HCID 68810823、化合物

HRID 1790856
ノート
印刷プレビュー

反応式

HRID 1790856 の反応式
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]2[N:7]([C:10]3[CH:19]=[CH:18][C:17]4[C:12](=[C:13](OS(C(F)(F)F)(=O)=O)[CH:14]=[CH:15][CH:16]=4)[N:11]=3)[CH:8]=[N:9][C:5]=2[CH:4]=1.[C:30]([O:34][C:35](=[O:43])[NH:36][CH:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1)([CH3:33])([CH3:32])[CH3:31].C([O-])([O-])=O.[Cs+].[Cs+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:30]([O:34][C:35](=[O:43])[NH:36][CH:37]1[CH2:42][CH2:41][N:40]([C:17]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:12]=2[N:11]=[C:10]([N:7]2[C:6]4[CH:28]=[CH:29][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[N:9]=[CH:8]2)[CH:19]=[CH:18]3)[CH2:39][CH2:38]1)([CH3:33])([CH3:31])[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 634876Binap, (A+-)-HCID 7238334-(N-Boc-amino)piperidineHCID 21037680HCID 21037680、化合物

生成物 1

HCID 68810823HCID 68810823、化合物

試薬・触媒・溶媒 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 312751,4-Dioxane溶媒

実験手順

Trifluoro-methanesulfonic acid 2-(5-methoxy-benzoimidazol-1-yl)-quinolin-8-yl ester F (15.0 9, 35.4 mmol) and piperidin-4-yl-carbamic acid tert-butyl ester (14.2 9, 70.9 mmol) were dissolved in 200 mL of dioxane under an atmosphere of dry N2. To this solution was added Cs2CO3 (16.2 g, 49.6 mmol), racemic-BINAP (1.28 9, 2.12 mMol) and tris(dibenzylideneacetone)dipalladium (0) (1.29 9, 1.41 mMol) and the reaction mixture was heated to 100° C. and reacted at this temperature overnight. The mixture was then cooled to ambient temperature, filtered, and concentrated under vacuum to give an orange foam. The foam was chromatographed on flash silica gel eluting with a gradient from ethyl acetate (EtOAc)/DCM (1:5) to EtOAc/DCM (7:3) give 12.3 g of G as a slightly yellow solid.

後処理

  1. customreacted at this temperature overnight
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum
  4. customto give an orange foam
  5. customThe foam was chromatographed on flash silica gel eluting with a gradient from ethyl acetate (EtOAc)/DCM (1:5) to EtOAc/DCM (7:3)
  6. customgive 12.3 g of G as a slightly yellow solid

出典と根拠

ORDレコード
ord-d49861d3a01e4b57b560f40d8eaa5b6e
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071337B2

反応ノート

読み込み中…

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