Sodium Iodide → HCID 58379684, 화합물

HRID 1038991노트

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HRID 1038991 반응식
Cl[CH2:2][C:3]([CH3:38])([CH3:37])[C:4]([N:6]([C@H:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29]1)[CH2:7]/[CH:8]=[CH:9]/[C:10]1[CH:11]=[C:12]2[CH2:27][C@@:17]3([C:25]4[C:20](=[N:21][CH:22]=[CH:23][CH:24]=4)[NH:19][C:18]3=[O:26])[CH2:16][C:13]2=[N:14][CH:15]=1)=[O:5].[Na+].[I-:40]>CC(C)=O>[C@H:28]1([N:6]([CH2:7]/[CH:8]=[CH:9]/[C:10]2[CH:11]=[C:12]3[CH2:27][C@@:17]4([C:25]5[C:20](=[N:21][CH:22]=[CH:23][CH:24]=5)[NH:19][C:18]4=[O:26])[CH2:16][C:13]3=[N:14][CH:15]=2)[C:4](=[O:5])[C:3]([CH3:37])([CH3:38])[CH2:2][I:40])[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29]1

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 58379679HCID 58379679, 화합물

생성물 1

HCID 58379684HCID 58379684, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

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온도
120 °C

실험 절차

To a solution of 3-chloro-N-[(1R)-2,3-dihydro-1H-inden-1-yl]-2,2-dimethyl-N-{(2E)-3-[(6S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridin]-3-yl]prop-2-en-1-yl}propanamide (120. mg, 0.228 mmol) in acetone (2.3 mL) was added NaI (683 mg, 4.55 mmol). This mixture was heated to 120° C. in a microwave reactor for 30 minutes. After cooling, the bulk of the acetone was removed in vacuo and the residue was partitioned between DCM and water. The organics were dried over sodium sulfate, filtered, and concentrated in vacuo to provide a residue. The residue was then applied to a silica gel column for purification, eluting with a gradient of 1-8% MeOH (containing 10% conc. NH4OH) in DCM to provide the title compound. MS: m/z=619 (M+1).

후처리

  1. temperatureAfter cooling
  2. customthe bulk of the acetone was removed in vacuo
  3. customthe residue was partitioned between DCM and water
  4. dry with materialThe organics were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto provide a residue
  8. customThe residue was then applied to a silica gel column for purification
  9. washeluting with a gradient of 1-8% MeOH (containing 10% conc. NH4OH) in DCM

출처 및 근거

ORD 기록
ord-8e2a6a266ad24062aec5eb4560ddcb24
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552023B2

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