Water → HCID 178420916, compound

HRID 1773469Notes

Reaction equation

HRID 1773469 reaction equation
CC(C1C=CC2CC[C@@H]3[C@@:15]([CH2:17][NH2:18])(C)CCC[C@@]3(C)C=2C=1)C.CN(C(O[N:30]1[N:38]=[N:37][C:32]2C=CC=C[C:31]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:46][CH2:47][N:48](C(C)C)C(C)C.O>CN(C=O)C>[N:18]1([C:32]2[N:37]=[N:38][NH:30][CH:31]=2)[CH2:17][CH2:15][NH:48][CH2:47][CH2:46]1

Participants

6

Reactant 4

HCID 962WaterHCID 15056HCID 15056, compoundHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 178420916HCID 178420916, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The raw materials S (1 eq) and amine D (1 eq) which are commercially purchased or synthesized are dissolved in DMF, and then HBTU and DIPEA are sequentially added in an ice bath. The resultant mixture is gradually warmed up to room temperature and stirred overnight. Water is added into the mixture in an ice bath, and the resulting mixture is extracted with dichloromethane. The dichloromethane layer is washed with saturated aqueous sodium chloride, dried, and evaporated to remove solvent. The residue is separated by column chromatography to obtain piperazinotriazole compounds as shown in formula I.

Workup

  1. customsynthesized
  2. extractionthe resulting mixture is extracted with dichloromethane
  3. washThe dichloromethane layer is washed with saturated aqueous sodium chloride
  4. customdried
  5. customevaporated
  6. customto remove solvent
  7. customThe residue is separated by column chromatography

Sources & evidence

ORD record
ord-5ad6259384c64a6cbec164883af5b95f
Source dataset
uspto-grants-2016_02
Patent number
US09255106B2

Reaction notes

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