Diisopropylethylamine → HCID 53233432, compound

HRID 520656Notes

Reaction equation

HRID 520656 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:25][C:26]([O:29][C:30]([N:32]1[CH:36]=[C:35]([C:37]([OH:39])=O)[C:34]([CH3:40])=[N:33]1)=[O:31])([CH3:28])[CH3:27].CCN(C(C)C)C(C)C.[NH:50]1[C:58]2[C:53](=[C:54]([C:59]3[CH:60]=[C:61]([NH2:68])[C:62]4[CH:63]=[N:64][NH:65][C:66]=4[CH:67]=3)[CH:55]=[CH:56][CH:57]=2)[CH:52]=[CH:51]1>CN(C=O)C.CS(C)=O>[NH:50]1[C:58]2[C:53](=[C:54]([C:59]3[CH:67]=[C:66]4[C:62]([CH:63]=[N:64][NH:65]4)=[C:61]([NH:68][C:37]([C:35]4[C:34]([CH3:40])=[N:33][N:32]([C:30]([O:29][C:26]([CH3:25])([CH3:27])[CH3:28])=[O:31])[CH:36]=4)=[O:39])[CH:60]=3)[CH:55]=[CH:56][CH:57]=2)[CH:52]=[CH:51]1

Participants

7

Reactant 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 582680196-(1H-indol-4-yl)-1H-indazol-4-amineHCID 66691622HCID 66691622, compound

Product 1

HCID 53233432HCID 53233432, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 6228DimethylformamideSolvent3×

Procedure

To a solution of HATU (0.162 g) in anhydrous DMF (4 ml) was added 1-{[(1,1-dimethylethyl)oxy]carbonyl}-3-methyl-1H-pyrazole-4-carboxylic acid (0.097 g) and DIPEA (0.149 ml) and the mixture was left to stand for 10 min. 6-(1H-Indol-4-yl)-1H-indazol-4-amine (0.053 gl) dissolved in anhydrous DMF (3 ml) was added and the solution was left to stand at RT for 18 h. The DMF was blown down to dryness under a stream of nitrogen and the residue was dissolved in DMSO:methanol (1 ml, 1:1) and purified by MDAP (method K). The solvent was removed in vacuo to give title compound, 6 mg.

Workup

  1. waitthe mixture was left
  2. additionwas added
  3. waitthe solution was left
  4. waitto stand at RT for 18 h
  5. custommethanol (1 ml, 1:1) and purified by MDAP (method K)
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-b7fb4698f4944969aa558f908d046f7e
Source dataset
uspto-grants-2016_05
Patent number
US09326987B2

Reaction notes

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