Dimethylformamide → HCID 86691446, 화합물

HRID 540340노트

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HRID 540340 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([N:12]2[CH2:18][CH2:17][CH2:16][C:15]3[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=3[CH2:13]2)[CH:3]=1.[C:23]([O:27][C:28]([N:30]1[C@@H:34]([CH:35]=[CH2:36])[CH2:33][O:32][C:31]1([CH3:38])[CH3:37])=[O:29])([CH3:26])([CH3:25])[CH3:24].CN(C1CCCCC1)C1CCCCC1.CN(C)C=O>C(OCC)(=O)C.CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C>[CH3:37][C:31]1([CH3:38])[N:30]([C:28]([O:27][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:29])[C@@H:34](/[CH:35]=[CH:36]/[C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([N:12]3[CH2:18][CH2:17][CH2:16][C:15]4[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=4[CH2:13]3)[CH:3]=2)[CH2:33][O:32]1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24210N-Methyl dicyclohexylamineHCID 11020618tert-Butyl (4S)-4-ethenyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylateHCID 71255109HCID 71255109, 화합물

생성물 1

HCID 86691446HCID 86691446, 화합물수율 76.1%

시약·촉매·용매 2

HCID 178418851HCID 178418851, 화합물촉매HCID 8857Ethyl Acetate용매

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온도
120 °C

실험 절차

The mixture of 2-(4-chloroquinolin-2-yl)-2,3,4,5-tetrahydro-1H-2-benzazepine (310 mg, 1.0 mmol), (S)-2,2-dimethyl-4-vinyl-oxazolidine-3-carboxylic acid tert-butyl ester (273 mg, 1.2 mmol), bis(tri-tert-butylphosphine)palladium(0) (51 mg, 0.1 mmol), methyl dicyclohexylamine (293 mg, 1.5 mmol) and N,N-dimethylformamide (6 mL) was heated with stirring in a 20 mL microwave process vial for 2.5 hours at 120° C. under microwave irradiation. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried over sodium sulfate, and then concentrated under reduced pressure to give a residue which was purified by flash column to give 380 mg of product as a white solid (yield was 76%). MS obsd. (ESI+) [(M+H)+] 500.

후처리

  1. temperaturewas heated
  2. washwashed with brine
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue which
  6. customwas purified by flash column

출처 및 근거

ORD 기록
ord-3d51165dfc094cdd9f3ac80b525936f0
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871756B2

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