2-Methoxyphenylacetic acid → HCID 18753703, 화합물

HRID 1838454노트

반응식

HRID 1838454 반응식
[NH2:1][CH:2]1[CH2:6][CH:5]([N:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[C:12]([Cl:17])[C:11]=3[C:10]3=[N:18][O:19][C:20]([CH3:21])=[C:9]3[C:8]2=[O:22])[CH:4]=[CH:3]1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH2:31][C:32](O)=[O:33].CCN(CC)CC.CCN=C=NCCCN(C)C>C(Cl)Cl>[Cl:17][C:12]1[C:11]2[C:10]3[C:9](=[C:20]([CH3:21])[O:19][N:18]=3)[C:8](=[O:22])[N:7]([CH:5]3[CH2:6][CH:2]([NH:1][C:32](=[O:33])[CH2:31][C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=4[O:24][CH3:23])[CH:3]=[CH:4]3)[C:16]=2[CH:15]=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 71342-Methoxyphenylacetic acidHCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 120949645-(4-amino-cyclopent-2-enyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

생성물 1

HCID 18753703HCID 18753703, 화합물수율 41%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 5-(4-amino-cyclopent-2-enyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one (97 mg, 0.31 mmol) in CH2Cl2 (4 mL) was added 2-methoxy phenyl acetic acid (66.3 mg, 0.40 mmol), Et3N (0.11 ml, 0.40 mmol) and EDCI (77 mg, 0.40 mmol) and stirred at r.t. for 18 hours. The mixture was diluted with CH2Cl2, washed (brine), dried (Na2SO4), filtered and concentrated. Column chromatography (silica gel, hexanes/ethyl acetate, gradient) gave the title compound (59 mg, 41%). Mass Spectrum (FIA) (m/z) 464.2 (M+1) Anal. Calc. For C25H22ClN3O4. Theoretical: C, 64.73, H, 4.78, N, 9.06%. Found. C, 64.78, H, 4.91, N, 8.83%.

후처리

  1. washwashed (brine)
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-281d4668440b45038c5435e90e28467b
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673809B2

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