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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58503979, 화합물

HRID 2407665
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HRID 2407665 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

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

생성물 1

HCID 58503979HCID 58503979, 화합물수율 45.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-544ac211be2a427eb8bbd397009d4a50
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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