HCID 178447445, 화합물 → HCID 178464334, 화합물

HRID 2389186노트

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HRID 2389186 반응식
[N+:1]([C:4]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21][C@H:22]3[CH2:27][CH2:26][C@H:25]([C:28]([F:31])([F:30])[F:29])[CH2:24][CH2:23]3)[CH:17]=2)[CH:12]=1)([CH3:10])[CH2:5][CH2:6][C:7]([OH:9])=[O:8])([O-])=O>C(O)(=O)C.[Zn]>[NH2:1][C:4]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21][C@H:22]3[CH2:27][CH2:26][C@H:25]([C:28]([F:29])([F:30])[F:31])[CH2:24][CH2:23]3)[CH:17]=2)[CH:12]=1)([CH3:10])[CH2:5][CH2:6][C:7]([OH:9])=[O:8]

참가 물질

4

반응물 1

HCID 178447445HCID 178447445, 화합물

생성물 1

HCID 178464334HCID 178464334, 화합물수율 67.7%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매2회

실험 절차

To a solution of 4-nitro-4-[6-(trans-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-pentanoic acid (0.099 g, 0.22 mmol) in acetic acid (2.00 mL, Fisher) at 20° C. was added zinc (0.185 g, 2.83 mmol, Aldrich). The mixture was stirred for 45 minutes at room temperature. The mixture was heated at 50° C. and stirred. After 2.5 h, the mixture was diluted in acetic acid, filtered and concentrated to dryness under reduced pressure. Purification was by preparative HPLC. The fractions were dried to give 61 mg (52%) product as TFA salt. MS: m/z=432.10 [M+Na]+. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm: 7.62-7.74 (m, 3H), 7.36 (dd, J=8.8, 1.8 Hz, 1H), 7.03-7.12 (m, 2H), 4.21-4.32 (m, 1H), 2.20-2.41 (m, 4H), 1.91-2.19 (m, 5H), 1.72 (s, 3H), 1.35-1.51 (m, 4H).

후처리

  1. temperatureThe mixture was heated at 50° C.
  2. stirringstirred
  3. waitAfter 2.5 h
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customPurification
  7. customThe fractions were dried

출처 및 근거

ORD 기록
ord-d856bd604048489bb100aee49630f773
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269043B2

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