반응식
[Br:1][C:2]1[N:3]=[C:4]2[C:10]([C:11]([OH:13])=O)=[CH:9][N:8]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[C:5]2=[N:6][CH:7]=1.[N:22]1[CH:27]=[CH:26][C:25]([CH:28]([NH2:30])[CH3:29])=[CH:24][CH:23]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>[Cl-].[Na+].O.CN(C=O)C>[N:22]1[CH:27]=[CH:26][C:25]([CH:28]([NH:30][C:11]([C:10]2[C:4]3[C:5](=[N:6][CH:7]=[C:2]([Br:1])[N:3]=3)[N:8]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[CH:9]=2)=[O:13])[CH3:29])=[CH:24][CH:23]=1참가 물질
7
반응물 4
HCID 81531Diisopropylethylamine
HCID 2479981-(Pyridin-4-yl)ethan-1-amine
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 584385252-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid생성물 1
시약·촉매·용매 2
실험 절차
2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (320 mg, 0.86 mmol), 1-(pyridin-4-yl)ethanamine (105 mg, 0.86 mmol) and DIPEA (449 mg, 2.58 mmol) were combined with DMF (5 mL) to give a yellow solution. HATU (327 mg, 0.86 mmol) was added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with brine and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with water and brine then dried with MgSO4, filtered and concentrated in vacuo to afford 380 mg (93%) of 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amide as a red oil. MS: (M+H)+=477.
후처리
- customto give a yellow solution
- extractionextracted with ethyl acetate (3×20 mL)
- washThe combined organic layers were washed with water and brine
- dry with materialthen dried with MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-3021d35fdc9c4cd8beb52bea812431d5
- 출처 데이터셋
- uspto-grants-2014_02
- 특허 번호
- US08658646B2
연결된 노트
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