Iodoethane → HCID 58902035, 화합물

HRID 1992410노트

반응식

HRID 1992410 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[NH:16][C:17](=[O:25])[N:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=23)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[CH2:27][CH3:28]>CCO.C(=O)([O-])[O-].[Ag+2]>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:16]=[C:17]([O:25][CH2:27][CH3:28])[N:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=23)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 6340IodoethaneHCID 136038645HCID 136038645, 화합물

생성물 1

HCID 58902035HCID 58902035, 화합물

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 702Ethanol용매

실험 절차

A solution of 1-(3-benzyloxy-phenyl)-8-chloro-2H-imidazo[1,5-a]pyrazin-3-one (50.0 mg, 0.14 mmol) and silver carbonate (85 mg, 0.31 mmol) in anhydrous EtOH (1 mL) was charged with iodoethane (0.012 mL, 0.15 mmol) and stirred at rt for 48 h. The reaction mixture was partitioned between DCM and H2O and separated. The aqueous layer was washed with DCM (3×) and the combined organic layers were washed with brine (1×), dried over Na2SO4, filtered and concentrated in vacuo and the crude material was purified by chromatography on silica gel [eluting with 2% EtOAc in DCM], to yield the desired product as a yellow oil/gum; 1H NMR (CDCl3, 400 MHz) δ 1.51 (t, J=7.2 Hz, 3H), 4.68 (q, J=7.2 Hz, 2H), 5.13 (s, 2H), 7.00-7.05 (m, 1H), 7.13 (d, J=5.2 Hz, 1H), 7.27-7.48 (m, 9H); MS (ES+) m/z=380.07 (100) [MH+], HPLC: tR=4.04 min (MicromassZQ, polar—5 min).

후처리

  1. customThe reaction mixture was partitioned between DCM and H2O
  2. customseparated
  3. washThe aqueous layer was washed with DCM (3×)
  4. washthe combined organic layers were washed with brine (1×)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customthe crude material was purified by chromatography on silica gel [eluting with 2% EtOAc in DCM]

출처 및 근거

ORD 기록
ord-eb35503074bb4c80acb8dca09ef57b48
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648987B2

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