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Diisopropylethylamine → HCID 178523262, 화합물

HRID 1918775
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HRID 1918775 반응식
Cl.[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH2:13])=[N:3]1.[F:14][C:15]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:16]=1[CH2:17][C:18]1[O:22][N:21]=[C:20]([C:23](O)=[O:24])[CH:19]=1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(OCC)(=O)C>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH:13][C:23]([C:20]2[CH:19]=[C:18]([CH2:17][C:16]3[CH:26]=[C:27]([F:30])[CH:28]=[CH:29][C:15]=3[F:14])[O:22][N:21]=2)=[O:24])=[N:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

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 668320395-(2,5-Difluorobenzyl)isoxazole-3-carboxylic acidHCID 178479205HCID 178479205, 화합물

생성물 1

HCID 178523262HCID 178523262, 화합물수율 9.1%

시약·촉매·용매

2
HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 2-(1H-indazol-3-yl)ethanamine hydrochloride (0.040 g; 0.202 mmol), 5-(2,5-difluorobenzyl)isoxazole-3-carboxylic acid (0.053 g; 0.223 mmol) N,N-diisopropylethylamine (0.87 mL; 0.506 mmol) and HATU (0.84 g; 0.223 mmol) in DMF (5 mL) was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with sodium hydrogen sulphate, sodium carbonate and brine. The organic layer was dried and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica (eluent 1 to 10% methanol in dichloromethane) and by preparative HPLC method 4 to yield 0.007 g (9%) of the title compound as a white solid.

후처리

  1. washwashed with sodium hydrogen sulphate, sodium carbonate and brine
  2. customThe organic layer was dried
  3. concentrationconcentrated under reduced pressure
  4. customThe crude material was purified by flash chromatography on silica (eluent 1 to 10% methanol in dichloromethane) and by preparative HPLC method 4

출처 및 근거

ORD 기록
ord-3d87f2642eb0411a82273cd499c0576e
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08618138B2

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