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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58503979、化合物

HRID 2407665
ノート
印刷プレビュー

反応式

HRID 2407665 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[O:11][CH3:12].C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[C:44]1([C:50]2[CH:54]=[C:53]([CH2:55][N:56]3[CH2:61][CH2:60][CH:59]([CH2:62][NH2:63])[CH2:58][CH2:57]3)[O:52][N:51]=2)[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>ClCCl.C(OCC)(=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:63][CH2:62][CH:59]2[CH2:58][CH2:57][N:56]([CH2:55][C:53]3[O:52][N:51]=[C:50]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[CH:54]=3)[CH2:61][CH2:60]2)=[O:8])=[CH:4][C:3]=1[O:11][CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 20633784-Chloro-3-methoxybenzoic acidHCID 27960291-Hydroxybenzotriazole hydrateHCID 58504252HCID 58504252、化合物

生成物 1

HCID 58503979HCID 58503979、化合物収率 45.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 4-chloro-3-methoxybenzoic acid (65 mg) in dichloromethane (4 mL) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (67 mg), 1-hydroxybenzotriazole hydrate (58 mg), and diisopropylethylamine (0.25 mL). The mixture was stirred at room temperature for five minutes and then the hydrochloride salt of the compound prepared in Example 9 (100 mg) was added. The reaction mixture was stirred at room temperature for 16 hours. The organic phase was diluted with ethyl acetate, washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1, then ethyl acetate) to obtain the title compound (70 mg) having the following physical data.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 16 hours
  2. washwashed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (ethyl acetate

出典と根拠

ORDレコード
ord-544ac211be2a427eb8bbd397009d4a50
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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