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Methanol → 5-Amino-2-(pyridin-2-ylmethyl)isoquinolin-1(2H)-one

HRID 1037781
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HRID 1037781 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[C:9]2=[O:14])([O-])=O.CO>[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[C:9]2=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 887MethanolHCID 595795135-Nitro-2-(pyridin-2-ylmethyl)-1,2-dihydroisoquinolin-1-one

생성물 1

HCID 595793535-Amino-2-(pyridin-2-ylmethyl)isoquinolin-1(2H)-one

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

Into a round bottom flask was combined 5-nitro-2-(pyridin-2-ylmethyl)isoquinolin-1(2H)-one (0.7 g, 0.002 mol), palladium/C (0.05 g, 0.0005 mol) and methanol (200 mL, 5 mol). The reaction mixture was stirred under hydrogen balloon at room temperature for 40 mins. The mixture was filtered over celite, MeOH was removed and the solid was yield (0.46 mg). MS m/z=252.4 (M+1). 1H NMR (DMSO) δ 8.49 (d, J=4.3 Hz, 1H), 7.74 (td, J=7.7, 1.6 Hz, 1H), 7.42 (t, J=7.3 Hz, 2H), 7.27 (dd, J=6.9, 5.0 Hz, 1H), 7.22-7.12 (m, 2H), 6.88 (d, J=7.2 Hz, 1H), 6.80 (d, J=7.6 Hz, 1H), 5.69 (s, 2H), 5.23 (s, 2H).

후처리

  1. customInto a round bottom flask was combined
  2. filtrationThe mixture was filtered over celite, MeOH
  3. customwas removed
  4. customthe solid was yield (0.46 mg)

출처 및 근거

ORD 기록
ord-5443ccd3db794be488bef2a79ed9e316
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546579B2

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