Diisopropylethylamine → (E)-3-Cyclopropyl-N-[2-[(2-m ethoxy-6-methyl-pyrimidin-4-yl)-methyl-amino]ethyl]prop-2-enamide

HRID 333067노트

반응식

HRID 333067 반응식
[CH:1]1(/[CH:4]=[CH:5]/[C:6]([OH:8])=O)[CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:42][O:43][C:44]1[N:49]=[C:48]([N:50]([CH3:54])[CH2:51][CH2:52][NH2:53])[CH:47]=[C:46]([CH3:55])[N:45]=1>CN(C=O)C>[CH:1]1(/[CH:4]=[CH:5]/[C:6]([NH:53][CH2:52][CH2:51][N:50]([C:48]2[CH:47]=[C:46]([CH3:55])[N:45]=[C:44]([O:43][CH3:42])[N:49]=2)[CH3:54])=[O:8])[CH2:2][CH2:3]1

참가 물질

6

반응물 4

HCID 81531Diisopropylethylamine2회HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 6440362(2E)-3-cyclopropylprop-2-enoic acidHCID 66835383N-(2-methoxy-6-methyl-pyrimidin-4-yl)-N-methyl-ethane-1,2-diamine

생성물 1

HCID 68094306(E)-3-Cyclopropyl-N-[2-[(2-m ethoxy-6-methyl-pyrimidin-4-yl)-methyl-amino]ethyl]prop-2-enamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

(E)-3-Cyclopropylprop-2-enoic acid (11.2 mg, 0.1 mmol) and diisopropylethylamine (17.4 μl, 1 mmol) were dissolved in anhydrous DMF (0.5 ml), HBTU (39 mg, 0.1 mmol) was added and the mixture was stirred for 15 minutes at room temperature. N-(2-methoxy-6-methyl-pyrimidin-4-yl)-N-methyl-ethane-1,2-diamine (19.6 mg, 0.1 mmol) and diisopropylethylamine (17.4 μl, 0.1 mmol), dissolved in anhydrous DMF (0.5 ml) were added and the mixture was stirred at room temperature overnight. The mixture was purified directly by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 13.7 mg (0.047 mmol, 47.2%).

후처리

  1. additionwere added
  2. stirringthe mixture was stirred at room temperature overnight
  3. customThe mixture was purified directly by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  4. customto yield 13.7 mg (0.047 mmol, 47.2%)

출처 및 근거

ORD 기록
ord-9df32414948c47039c2484dfb955b4ba
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877934B2

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