Diisopropylethylamine → HCID 44539832, 화합물

HRID 1616037노트

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HRID 1616037 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH:44]1[C:52]2[C:47](=[C:48]([C:53]3[CH:54]=[C:55]([NH2:62])[C:56]4[CH:57]=[N:58][NH:59][C:60]=4[CH:61]=3)[CH:49]=[CH:50][CH:51]=2)[CH:46]=[CH:45]1>CN(C=O)C.CS(C)=O.CO.CO>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([NH:62][C:55]2[CH:54]=[C:53]([C:48]3[CH:49]=[CH:50][CH:51]=[C:52]4[C:47]=3[CH:46]=[CH:45][NH:44]4)[CH:61]=[C:60]3[C:56]=2[CH:57]=[N:58][NH:59]3)=[O:10])=[N:6][CH:7]=1

참가 물질

8

반응물 4

HCID 81531DiisopropylethylamineHCID 41797265-Aminopyridine-2-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 582680196-(1H-indol-4-yl)-1H-indazol-4-amine

생성물 1

HCID 44539832HCID 44539832, 화합물수율 38%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6228Dimethylformamide용매HCID 22036561Dimethyl sulfoxide methanol용매

실험 절차

To a solution of 5-amino-2-pyridinecarboxylic acid (56 mg, 0.40 mmol, available from ChemPacific) in DMF (2 ml) was added HATU (150 mg, 0.40 mmol) and DIPEA (0.211 ml, 1.21 mmol). The mixture was stirred at room temperature for 20 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.20 mmol) was added and the mixture stirred at room temperature for 18 h. The reaction mixture was added to the top of a 20 g aminopropyl cartridge that had been preconditioned with MeOH. The reaction mixture remained on the cartridges for 3 h before being eluted with MeOH. The solvent was removed in vacuo to give a crude residue that was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method C). The product was loaded onto a 1 g aminopropyl column, eluted with DCM/MeOH (1:1) and the solvent removed under a stream of nitrogen to give the title compound (28 mg) as a white solid.

후처리

  1. stirringthe mixture stirred at room temperature for 18 h
  2. additionThe reaction mixture was added to the top of a 20 g aminopropyl cartridge that
  3. waitThe reaction mixture remained on the cartridges for 3 h
  4. washbefore being eluted with MeOH
  5. customThe solvent was removed in vacuo
  6. customto give a crude residue that
  7. custompurified by Mass Directed Automated Preparative HPLC (Method C)
  8. washeluted with DCM/MeOH (1:1)
  9. customthe solvent removed under a stream of nitrogen

출처 및 근거

ORD 기록
ord-57383f8ef4e04e1bba4899aee3374b40
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765743B2

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