Diisopropylethylamine → HCID 178522773, compound

HRID 388395Notes

Reaction equation

HRID 388395 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH:25]1[CH:29]=[CH:28][C:27]([C:30]2[CH:38]=[CH:37][C:33]([C:34]([OH:36])=O)=[CH:32][CH:31]=2)=[N:26]1.CCN(C(C)C)C(C)C.[F:48][C:49]([F:62])([F:61])[C:50]1[NH:51][C:52]2[C:57]([CH:58]=1)=[CH:56][C:55]([CH2:59][NH2:60])=[CH:54][CH:53]=2>CN(C=O)C>[NH:25]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[CH:32][C:33]([C:34]([NH:60][CH2:59][C:55]3[CH:56]=[C:57]4[C:52](=[CH:53][CH:54]=3)[NH:51][C:50]([C:49]([F:62])([F:48])[F:61])=[CH:58]4)=[O:36])=[CH:37][CH:38]=2)=[N:26]1

Participants

6

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 58126817(2-(Trifluoromethyl)-1h-indol-5-yl)methanamine2×HCID 178524220HCID 178524220, compound

Product 1

HCID 178522773HCID 178522773, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

To a solution of HATU (0.200 mmol) in DMF (0.5 ml) was added 4-(1H-pyrazol-3-yl)benzoic acid (Apollo Scientific Ltd.) (0.12 mmol) in DMF (0.5 ml), followed by DIPEA (0.300 mmol) and finally {[2-(trifluoromethyl)-1H-indol-5-yl]methyl}amine (Intermediate 4, 0.025 g, 100 μmol) in DMF (0.25 ml). The experiment was carried out in an array form using a Bohdan mini block. The block was shaken for 24 hours. The compound was purified using an amino propyl column which was pre-conditioned with DMF. The column was washed with DMF (×2). The washings were evaporated to dryness and the resulting residue was then purified by MDAP to give the title compound;

Workup

  1. customThe compound was purified
  2. washThe column was washed with DMF (×2)
  3. customThe washings were evaporated to dryness
  4. customthe resulting residue was then purified by MDAP

Sources & evidence

ORD record
ord-d2cbcce9b0cb40f3822550f7b6464b88
Source dataset
uspto-grants-2013_02
Patent number
US08377941B2

Reaction notes

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