Triethylamine → (E)-3-Cyclopropyl-N-methyl-N-[2-[methyl-(2-methyl-4-quinolyl)amino]ethyl]prop-2-enamide

HRID 333047노트

반응식

HRID 333047 반응식
[CH:1]1(/[CH:4]=[CH:5]/[C:6]([OH:8])=O)[CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:33][N:34]([C:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[N:42]=[C:41]([CH3:49])[CH:40]=1)[CH2:35][CH2:36][NH:37][CH3:38].C(N(CC)CC)C>C1COCC1.CN(C=O)C.C(OCC)(=O)C>[CH:1]1(/[CH:4]=[CH:5]/[C:6]([N:37]([CH3:38])[CH2:36][CH2:35][N:34]([CH3:33])[C:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[N:42]=[C:41]([CH3:49])[CH:40]=2)=[O:8])[CH2:2][CH2:3]1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 6440362(2E)-3-cyclopropylprop-2-enoic acidHCID 62593346N,N'-Dimethyl-N-(2-methyl-4-quinolyl)ethane-1,2-diamine

생성물 1

HCID 56947467(E)-3-Cyclopropyl-N-methyl-N-[2-[methyl-(2-methyl-4-quinolyl)amino]ethyl]prop-2-enamide

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

(E)-3-Cyclopropylprop-2-enoic acid (22 mg, 0.2 mmol) and HBTU (76 mg, 0.2 mmol) were dissolved in a 1:1 mixture of anhydrous THF and anhydrous DMF (2 ml). After 5 minutes N,N′-dimethyl-N-(2-methyl-4-quinolyl)ethane-1,2-diamine (52 mg, 0.23 mmol) and triethylamine (62 μl, 0.45 mmol) were added and the mixture was stirred at room temperature for 2 hours. The mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate solution, brine and dried over magnesium sulfate. The solvent was removed under reduced pressure and purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 28.3 mg (0.087 mmol, 43.5%).

후처리

  1. washwashed with water, saturated sodium bicarbonate solution, brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was removed under reduced pressure
  4. custompurified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  5. customto yield 28.3 mg (0.087 mmol, 43.5%)

출처 및 근거

ORD 기록
ord-d7065f1b0f0d4abb86fc86b30d990d13
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877934B2

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