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1-Cyclohexenyl trifluoromethanesulfonate → (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(cyclohex-1-en-1-yl)-phenyl]-methanone

HRID 1793979
ノート
印刷プレビュー

反応式

HRID 1793979 の反応式
[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]([C:15]([C:17]3[CH:22]=[CH:21][C:20](B4OC(C)(C)C(C)(C)O4)=[CH:19][C:18]=3[Cl:32])=[O:16])[CH2:6][C:5]=12.FC(F)(F)S(O[C:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]=1)(=O)=O>C(OCC)C>[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([C:39]4[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]=4)=[CH:19][C:18]=3[Cl:32])=[O:16])[CH2:6][C:5]=12
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3194401-Cyclohexenyl trifluoromethanesulfonateHCID 22219716(10,11-Dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone

生成物 1

HCID 22219697(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(cyclohex-1-en-1-yl)-phenyl]-methanone収率 92.9%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Step B (0.300 g, 0.668 mmol) and cyclohexen-1-yl trifluoromethanesulfonate (0.169 g, 0.735 mmol) were reacted by the procedure described in Example 1, Step F. The crude product was purified by flash column chromatography on silica gel, eluting with 30% ethyl acetate/hexane to afford a clear oil. The oil was dissolved in diethyl ether and precipitated with petroleum ether to afford 0.250 g of a white solid.

後処理

  1. customThe crude product was purified by flash column chromatography on silica gel
  2. washeluting with 30% ethyl acetate/hexane
  3. customto afford a clear oil
  4. customprecipitated with petroleum ether

出典と根拠

ORDレコード
ord-f8c79e4e56764d42a5a0be6af46a4924
出典データセット
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07022699B2

反応ノート

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