Triethylamine → HCID 68586366, 화합물

HRID 17495노트

반응식

HRID 17495 반응식
[CH3:1][N:2]([CH3:8])[C@H:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[C:9]([N:12]([CH3:38])[CH2:13][CH2:14][N:15]([CH3:37])[C:16]([C:18]1[O:19][C:20]2[C:26](F)=[C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:24]([CH3:34])=[C:23]([C:35]#[N:36])[C:21]=2[N:22]=1)=[O:17])(=[O:11])[CH3:10].C(N(CC)CC)C>CS(C)=O>[C:9]([N:12]([CH3:38])[CH2:13][CH2:14][N:15]([CH3:37])[C:16]([C:18]1[O:19][C:20]2[C:26]([N:5]3[CH2:6][CH2:7][C@H:3]([N:2]([CH3:8])[CH3:1])[CH2:4]3)=[C:25]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:24]([CH3:34])=[C:23]([C:35]#[N:36])[C:21]=2[N:22]=1)=[O:17])(=[O:11])[CH3:10]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 7019156(3S)-(-)-3-(Dimethylamino)pyrrolidineHCID 68584367N-{2-[acetyl(methyl)amino]ethyl}-4-cyano-N,5-dimethyl-7-fluoro-6-phenyl-1,3-benzoxazole-2-carboxamide

생성물 1

HCID 68586366HCID 68586366, 화합물수율 44%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

Under nitrogen atmosphere at 140 to 150° C., a dimethyl sulfoxide (1 ml) solution of (3S)-3-(dimethylamino)pyrrolidin (32 μl, 256 μmol) was added to a dimethyl sulfoxide (3 ml) solution of N-{2-[acetyl(methyl)amino]ethyl}-4-cyano-N,5-dimethyl-7-fluoro-6-phenyl-1,3-benzoxazole-2-carboxamide (I-204) (87 mg, 213 μmol) and triethylamine (39 μl, 277 μmol), followed by stirring at the same temperature for 45 minutes. After cooling, the solvent was evaporated away under reduced pressure, the residue was dissolved in chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography, and the eluate with dichloromethane/methanol (10:1, v/v) gave the entitled compound (47 mg, 44%) as an amorphous substance.

후처리

  1. temperatureAfter cooling
  2. customthe solvent was evaporated away under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a770d49a28e4442b8622c5d5786b9982
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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