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Acetic Acid → HCID 178445779, 화합물

HRID 1036467
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HRID 1036467 반응식
[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[C:13]([C:31]([F:34])([F:33])[F:32])=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([CH:22]([N+:28]([O-])=O)[CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH:16]=[CH:15]3)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C>[Zn]>[NH2:28][CH:22]([C:17]1[CH:16]=[CH:15][C:14]2[C:19](=[CH:20][CH:21]=[C:12]([O:11][C@H:8]3[CH2:9][CH2:10][C@H:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:6][CH2:7]3)[C:13]=2[C:31]([F:33])([F:34])[F:32])[CH:18]=1)[CH2:23][CH2:24][C:25]([OH:27])=[O:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 178445744HCID 178445744, 화합물

생성물 1

HCID 178445779HCID 178445779, 화합물수율 29.3%

시약·촉매·용매 1

HCID 23994Zinc촉매

실험 절차

Zinc (0.194 g, 2.96 mmol) was added to a solution of 4-[6-(trans-4-tert-butyl-cyclohexyloxy)-5-trifluoromethyl-naphthalen-2-yl]-4-nitro-butyric acid (0.102 g, 0.212 mmol) in acetic acid (3.00 mL, 52.8 mmol). The mixture was stirred for 2 hours at room temperature. HPLC analysis showed that the reaction was complete. The mixture was filtered and the filtrate was concentrated to dryness under reduced pressure. The resulting crude product was dissolved in DMSO (4 mL) and purified by HPLC. The product was dried for 2 days under vacuum to give 28 mg of the title compound as a white solid (26% yield). MS: m/z=435.66 [M−16]+. 1H NMR (MeOD, 400 MHz): δ=8.24-8.30 (m, 1H), 8.09-8.14 (m, 1H), 7.92-7.96 (m, 1H), 7.56-7.65 (m, 2H), 4.45-4.57 (m, 2H), 2.65-2.69 (m, 2H), 2.26-2.46 (m, 4H), 2.18-2.26 (m, 2H), 1.87-1.97 (m, 2H), 1.45-1.58 (m, 2H), 1.18-1.31 (m, 2H), 1.06-1.17 (m, 1H), 0.92 (s, 9H)

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure
  3. dissolutionThe resulting crude product was dissolved in DMSO (4 mL)
  4. custompurified by HPLC
  5. customThe product was dried for 2 days under vacuum

출처 및 근거

ORD 기록
ord-9fdb5e9d0c314ad9a0374311b0840dd9
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546359B2

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