Triethylamine → HCID 178482358, compound

HRID 472244Notes

Reaction equation

HRID 472244 reaction equation
[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([NH:17][CH3:18])[N:14]=[C:15]([CH3:16])[C:10]=3[CH:9]=[C:8]([C:19](O)=[O:20])[C:7]2=[O:22])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:23][C:24]1[CH:28]=[CH:27][NH:26][N:25]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[NH:26]1[CH:27]=[CH:28][C:24]([NH:23][C:19]([C:8]2[C:7](=[O:22])[N:6]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)[C:11]3[N:12]=[C:13]([NH:17][CH3:18])[N:14]=[C:15]([CH3:16])[C:10]=3[CH:9]=2)=[O:20])=[N:25]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59258822HCID 59258822, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 178482358HCID 178482358, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
80 °C

Procedure

To 110 μL of 0.1 M solution of example 89 in DMF in a test tube (10×95 mm) was added 100 μL of 0.1 M solution of 3-aminopyrazole in DMF followed by 110 μL each of 0.1 M solution of HATU and triethylamine, respectively. The reaction mixture was stirred at 80° C. for 8 h. After the removal of the solvent in vacuo, the residue was reconstituted in 1.2 mL of DMSO and subjected to HPLC purification to obtain the title compound.

Workup

  1. customAfter the removal of the solvent in vacuo
  2. customsubjected to HPLC purification

Sources & evidence

ORD record
ord-0680e1aed3b3437cbcdfa3070d523331
Source dataset
uspto-grants-2014_01
Patent number
US08633204B2

Reaction notes

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