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Diisopropylethylamine → HCID 86699393, 화합물

HRID 1777556
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HRID 1777556 반응식
FC1C=C(N(C)[C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=2)C=CC=1.Cl.[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31][NH2:32].CN(C(ON1N=N[C:43]2[CH:44]=[CH:45][CH:46]=N[C:42]1=2)=[N+](C)C)C.[F:50][P-](F)(F)(F)(F)F.C(N([CH2:64][CH3:65])C(C)C)(C)C>CN(C=O)C>[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31][NH:32][C:13](=[O:15])[C:12]1[CH:11]=[CH:10][C:9]([CH2:42][C:43]2[CH:65]=[CH:64][CH:46]=[C:45]([F:50])[CH:44]=2)=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 132411752-(5-bromo-1H-indol-3-yl)ethan-1-amine hydrochlorideHCID 61984652HCID 61984652, 화합물

생성물 1

HCID 86699393HCID 86699393, 화합물수율 81%

시약·촉매·용매

1
HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-((3-fluorophenyl)(methyl)amino)benzoic acid (0.250 g, 1.09 mmol), 2-(5-bromo-1H-indol-3-yl)ethanamine hydrochloride (0.300 g; 1.09 mmol), HATU (0.414 g; 1.09 mmol) and N,N-diisopropylethylamine (0.469 mL; 2.72 mmol) in DMF (7 mL), was stirred at room temperature for 72 hours. The reaction mixture was then partitioned between ethyl acetate and sodium hydrogen sulfate and the organic layer was successively washed with a saturated aqueous solution of sodium carbonate and brine. The organic layer was dried, concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluent 1 to 20% ethyl acetate in dichloromethane) to afford 0.395 g (81%) of the title compound as a white solid.

후처리

  1. customThe reaction mixture was then partitioned between ethyl acetate and sodium hydrogen sulfate
  2. washthe organic layer was successively washed with a saturated aqueous solution of sodium carbonate and brine
  3. customThe organic layer was dried
  4. concentrationconcentrated under reduced pressure
  5. customthe crude material was purified by flash chromatography on silica gel (eluent 1 to 20% ethyl acetate in dichloromethane)

출처 및 근거

ORD 기록
ord-f0c5dfb5f4844f5fbe3d0855ff3a9a81
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09266832B2

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