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Diisopropylamine → (E)-4,4,5,5,5-Pentafluoro-N-[3-methyl-2-(4-quinolylamino)butyl]pent-2-enamide

HRID 333053
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HRID 333053 반응식
[F:1][C:2]([F:12])([C:8]([F:11])([F:10])[F:9])/[CH:3]=[CH:4]/[C:5]([OH:7])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(NC(C)C)(C)C.[CH3:44][CH:45]([CH3:60])[CH:46]([NH:49][C:50]1[C:59]2[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=2)[N:53]=[CH:52][CH:51]=1)[CH2:47][NH2:48].C(N(C(C)C)CC)(C)C>CN(C=O)C>[F:12][C:2]([F:1])([C:8]([F:11])([F:10])[F:9])/[CH:3]=[CH:4]/[C:5]([NH:48][CH2:47][CH:46]([NH:49][C:50]1[C:59]2[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=2)[N:53]=[CH:52][CH:51]=1)[CH:45]([CH3:60])[CH3:44])=[O:7]
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참가 물질

7

반응물 5

HCID 7912DiisopropylamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 651919333-Methyl-N2-(4-quinolyl)butane-1,2-diamineHCID 86691160(2E)-4,4,5,5,5-Pentafluoro-2-pentenoic acid

생성물 1

HCID 56947333
(E)-4,4,5,5,5-Pentafluoro-N-[3-methyl-2-(4-quinolylamino)butyl]pent-2-enamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

(E)-4,4,5,5,5-Pentafluoropent-2-enoic acid (29 mg, 0.15 mmol) was dissolved in anhydrous DMF (1 ml), HBTU (60 mg, 0.15 mmol) and diisopropylamine (26 μl, 0.15 mmol) were added and the mixture was stirred at room temperature for 15 minutes. 3-Methyl-N2-(4-quinolyl)butane-1,2-diamine (34.4 mg, 0.15 mmol) dissolved in 1 ml anhydrous DMF together with diisopropylethylamine (26 μl, 0.15 mmol) was added and the resulting mixture was stirred at room temperature for 3 hours. The mixture was evaporated to dryness under reduced pressure and the resulting residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 7.3 mg (0.018 mmol, 12%).

후처리

  1. additionwas added
  2. stirringthe resulting mixture was stirred at room temperature for 3 hours
  3. customThe mixture was evaporated to dryness under reduced pressure
  4. customthe resulting residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  5. customto yield 7.3 mg (0.018 mmol, 12%)

출처 및 근거

ORD 기록
ord-b947f5f9f3644b588defcbc6bafc2af4
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08877934B2

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