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Diisopropylethylamine → tert-Butyl(+/-)-1-{3-[(cyclopentyl{4-[(4-fluoro-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-methyl]phenyl}acetyl)amino]benzyl}cyclopropanecarboxylate

HRID 877256
ノート
印刷プレビュー

反応式

HRID 877256 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][C:6]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][CH2:7]1.[CH:19]1([CH:24]([C:28]2[CH:33]=[CH:32][C:31]([CH2:34][N:35]3[CH2:43][C:42]4[C:37](=[CH:38][CH:39]=[CH:40][C:41]=4[F:44])[C:36]3=[O:45])=[CH:30][CH:29]=2)[C:25](O)=[O:26])[CH2:23][CH2:22][CH2:21][CH2:20]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[CH:19]1([CH:24]([C:28]2[CH:33]=[CH:32][C:31]([CH2:34][N:35]3[CH2:43][C:42]4[C:37](=[CH:38][CH:39]=[CH:40][C:41]=4[F:44])[C:36]3=[O:45])=[CH:30][CH:29]=2)[C:25]([NH:1][C:2]2[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=2)[CH2:5][C:6]2([C:9]([O:11][C:12]([CH3:15])([CH3:13])[CH3:14])=[O:10])[CH2:8][CH2:7]2)=[O:26])[CH2:23][CH2:22][CH2:21][CH2:20]1
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 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58136462cyclopentyl{4-[(4-fluoro-1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}acetic acidHCID 58136514tert-Butyl 1-(3-aminobenzyl)cyclopropanecarboxylate

生成物 1

HCID 58136491
tert-Butyl(+/-)-1-{3-[(cyclopentyl{4-[(4-fluoro-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-methyl]phenyl}acetyl)amino]benzyl}cyclopropanecarboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

77.5 mg (0.31 mmol) of tert-butyl 1-(3-aminobenzyl)cyclopropanecarboxylate were added to a solution of 96 mg (0.26 mmol) of cyclopentyl{4-[(4-fluoro-1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}acetic acid in 1 ml of DMF. At 0° C., 136 μl (0.78 mmol) of DIEA and then, a little at a time, 119.2 mg (0.31 mmol) of HATU were added to the resulting mixture. The reaction mixture was then slowly warmed to RT and stirred at RT for 1 h. The reaction mixture was added to water and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure. This gave 146 mg (93% of theory) of the title compound.

後処理

  1. extractionextracted three times with ethyl acetate
  2. dry with materialThe combined organic phases were dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-84270f002e0143b5b68af2d509ca8cf1
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987256B2

反応ノート

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