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Acetic Acid → HCID 58010206, 화합물

HRID 2204615
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HRID 2204615 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[CH:7]=[C:6]2[C:13]1[N:23]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:16]2=[N:17][CH:18]=[C:19]([CH2:21][NH2:22])[N:20]=[C:15]2[CH:14]=1.N1C=CC=CC=1.[C:38](OC(=O)C)(=[O:40])[CH3:39].CC(O)=O>C1COCC1.CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[CH:7]=[C:6]2[C:13]1[N:23]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:30])([CH3:29])[CH3:31])[C:16]2=[N:17][CH:18]=[C:19]([CH2:21][NH:22][C:38](=[O:40])[CH3:39])[N:20]=[C:15]2[CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 58009787HCID 58009787, 화합물

생성물 1

HCID 58010206HCID 58010206, 화합물수율 100%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

실험 절차

(6-(5-Methoxy-1-methyl-1H-indol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)methanamine (0.185 g, 0.423 mmol) in THF (5 mL) was treated with pyridine (0.044 mL, 0.55 mmol) and acetic anhydride (0.044 mL, 0.47 mmol). The mixture was stirred for about 5 min at ambient temperature and treated with AcOH (0.024 mL, 0.42 mmol). The mixture was diluted with EtOAc (20 mL) and washed with water (15 mL) and brine (10 mL). The organic solution was dried over anhydrous MgSO4, filtered, and concentrated to give N-((6-(5-methoxy-1-methyl-1H-indol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)acetamide (0.202 g, 100%): LC/MS (Table 2, Method a) Rt=2.63 min; MS m/z: 480 (M+H)+.

후처리

  1. washwashed with water (15 mL) and brine (10 mL)
  2. dry with materialThe organic solution was dried over anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-daaa193d629a4c2794cd4f452b01c0a6
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365579B2

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