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Triethylamine → HCID 178455415, 화합물

HRID 2069829
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HRID 2069829 반응식
[Br:1][C:2]1[C:3]([C:23]([CH3:31])([CH3:30])[O:24][SiH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[C:4]([N:8]2[CH:17](O)[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([CH:19]4[CH2:21][CH2:20]4)[CH:14]=3)[C:9]2=[O:22])[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.CS(Cl)(=O)=O>C(Cl)Cl>[Br:1][C:2]1[C:3]([C:23]([CH3:31])([CH3:30])[O:24][SiH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[C:4]([N:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([CH:19]4[CH2:20][CH2:21]4)[CH:14]=3)[C:9]2=[O:22])[CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178455418HCID 178455418, 화합물

생성물 1

HCID 178455415HCID 178455415, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a rapidly stirred solution of 2-[3-bromo-2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-6-cyclopropyl-3-hydroxy-3,4-dihydro-2H-isoquinolin-1-one (3.52 g, 7.00 mmol) and triethylamine (4.0 mL, 29 mmol) in 50 mL of anhydrous CH2Cl2 was added 0.85 mL of methanesulfonyl chloride. Purged the flask with nitrogen and stirred at room temperature overnight. Added 25 mL of CH2Cl2 and 50 mL of water and separated phases. Washed the organic phase with 50 ml brine. Dried the solution over MgSO4 and concentrated in vacuo. Purified the residue by flash chromatography (gradient elution, 0 to 50% EtOAc/hexane) to obtain 2-[3-Bromo-2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-6-cyclopropyl-2H-isoquinolin-1-one as an amber resin (2.90 g, 5.99 mmol). MS (ESI) 484, 486 (M+H)+.

후처리

  1. customPurged the flask with nitrogen
  2. additionAdded 25 mL of CH2Cl2 and 50 mL of water
  3. customseparated phases
  4. washWashed the organic phase with 50 ml brine
  5. dry with materialDried the solution over MgSO4
  6. concentrationconcentrated in vacuo
  7. customPurified the residue
  8. washby flash chromatography (gradient elution, 0 to 50% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-d362d4bd645f4326ba74f828cebee207
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299077B2

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