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Benzoyl chloride → N-Hydroxy-6-[(2-indolyl)carbonyl]hexanamide

HRID 1182491
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HRID 1182491 반응식
C([O:3][C:4](=O)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]I)C.C(OC(=O)CCCCCCI)C.[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[C:25]1[C:33](Cl)=[O:34].C(Cl)(=O)C1C=CC=CC=1.[NH2:45][OH:46].Cl>C(N(CC)CC)C>[OH:46][NH:45][C:4](=[O:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:33]([C:25]1[NH:24][C:32]2[C:27]([CH:26]=1)=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:34]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 7412Benzoyl chlorideHCID 443297Hydroxyamine hydrochlorideHCID 10660673Ethyl 7-iodoheptanoateHCID 10880140Ethyl 6-iodohexanoateHCID 118162081H-indole-2-carbonyl Chloride

생성물 1

HCID 58982196N-Hydroxy-6-[(2-indolyl)carbonyl]hexanamide수율 35%

시약·촉매·용매

1
HCID 8471Triethylamine용매

실험 절차

Following the procedure described in Example 1, step 4, but substituting indole-2-carboxylic acid for 5, followed by Example 18, step 1, 2, 3, but substituting respectively ethyl-6-iodohexanoate for ethyl-7-iodoheptanoate and indole-2-carbonyl chloride for benzoyl chloride, and then the resulting carboxylic acid was substituted for 37 in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 112 in 35% yield. 1H NMR: (300 MHz, CDCl3) δ 7.62 (m, 2H), 7.20-7.00 (m, 3H), 2.82 (m, 2H), 2.00 (m, 2H), 1.62 (m, 2H), 1.22 (m, 4H).

출처 및 근거

ORD 기록
ord-d3c2f720861448d89d3049242a21cf91
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07288567B2

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