Dimethylformamide → N-Cyclopropyl-3-(1-isopropylphthalazin-6-yl)-4-methylbenzamide

HRID 2357544노트

반응식

HRID 2357544 반응식
[CH:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=3[CH3:23])[C:17]([OH:19])=O)=[CH:11][CH:12]=2)[CH:7]=[N:6][N:5]=1)([CH3:3])[CH3:2].CN(C(ON1N=NC2[CH:35]=[CH:36][CH:37]=[N:38]C1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN(C)C=O.C1(N)CC1>C(OCC)(=O)C>[CH:37]1([NH:38][C:17](=[O:19])[C:16]2[CH:20]=[CH:21][C:22]([CH3:23])=[C:14]([C:10]3[CH:9]=[C:8]4[C:13](=[CH:12][CH:11]=3)[C:4]([CH:1]([CH3:2])[CH3:3])=[N:5][N:6]=[CH:7]4)[CH:15]=2)[CH2:35][CH2:36]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 69828CyclopropylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 684522933-(1-Isopropylphthalazin-6-yl)-4-methylbenzoic acid

생성물 1

HCID 68452802N-Cyclopropyl-3-(1-isopropylphthalazin-6-yl)-4-methylbenzamide

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A 10-mL round-bottom flask was charged with 3-(1-isopropylphthalazin-6-yl)-4-methylbenzoic acid (32 mg, 0.10 mmol), HATU (60 mg, 0.157 mmol), and N,N-dimethylformamide (0.5 mL), followed by cyclopropylamine (0.03 mL, 0.52 mmol). The resulting golden yellow mixture was stirred at RT for 18 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine, then dried (MgSO4) and concentrated in vacuo. CombiFlash purification (20% to 70% ethyl acetate in Hexane) afforded the title compound as an off-white amorphous solid. MS (ES+): 346.2 (M+H)+.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customCombiFlash purification (20% to 70% ethyl acetate in Hexane)

출처 및 근거

ORD 기록
ord-73a52676640b4e7ba6c84383ea6ae339
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07759337B2

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