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Triphenylphosphine → [4-(3-Amino-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-(10,11-dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-methanone

HRID 1794024
ノート
印刷プレビュー

反応式

HRID 1794024 の反応式
[N:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([N:18]3[C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[CH2:22][N:21]4[CH:29]=[CH:30][CH:31]=[C:20]4[CH2:19]3)=[O:17])=[CH:12][C:11]=2[CH3:32])=[C:5]1[CH3:33])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.O>[NH2:1][CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([N:18]3[C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[CH2:22][N:21]4[CH:29]=[CH:30][CH:31]=[C:20]4[CH2:19]3)=[O:17])=[CH:12][C:11]=2[CH3:32])=[C:5]1[CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 11776TriphenylphosphineHCID 10225076[4-(3-Azido-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-(10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone

生成物 1

HCID 10158554[4-(3-Amino-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-(10,11-dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-methanone収率 36.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

[4-(3-Azido-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-(10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone of Step A (0.290 g, 0.663 mmol) was dissolved in 7 mL of a 10:1 mixture of tetrahydrofuran and water. Polymer-supported triphenylphosphine (0.287 g, approximately 0.862 mmol) was added and the reaction stirred at room temperature overnight. The mixture was filtered and concentrated, and the residue purified by flash column chromatography on silica gel, eluting with 3% ammonium hydroxide and 20% methanol in chloroform. A yellow oil was isolated which was triturated with 1:1 diethyl ether/petroleum ether to afford the title compound (0.100 g) as a white solid.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customthe residue purified by flash column chromatography on silica gel
  4. washeluting with 3% ammonium hydroxide and 20% methanol in chloroform
  5. customA yellow oil was isolated which
  6. customwas triturated with 1:1 diethyl ether/petroleum ether

出典と根拠

ORDレコード
ord-0d8f1473661a4019b460419498c3d008
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

読み込み中…

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