Diisopropylethylamine → HCID 66562066, compound

HRID 1051183Notes

Reaction equation

HRID 1051183 reaction equation
[CH2:1]([NH:5][C:6]1[C:14]2[N:13]=[CH:12][N:11]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][CH:16]=3)[C:10]=2[CH:9]=[C:8]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:7]=1)[CH:2]([CH3:4])[CH3:3].CN(C(ON1N=NC2[CH:41]=[CH:42][CH:43]=[N:44]C1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>C1COCC1>[CH:43]1([NH:44][C:19](=[O:21])[C:18]2[CH:17]=[CH:16][C:15]([N:11]3[C:10]4[CH:9]=[C:8]([C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=5)[CH:7]=[C:6]([NH:5][CH2:1][CH:2]([CH3:3])[CH3:4])[C:14]=4[N:13]=[CH:12]3)=[CH:23][CH:22]=2)[CH2:41][CH2:42]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68386877HCID 68386877, compound

Product 1

HCID 66562066HCID 66562066, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of 44 mg (114 μmol) 4-[4-(isobutylamino)-6-phenyl-1H-benzimidazol-1-yl]benzoic acid which was prepared according to intermediate example 4-2 in 2.8 mL THF were added 47.7 mg HATU, 22 μL N,N-diisopropylethylamine and the mixture was stirred at 23° C. for 20 hours. The solvent was removed and the residue purified by chromatography to give 41.0 mg (85%) of the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-8afd1fc7c301408588e0af2cde8044d0
Source dataset
uspto-grants-2016_07
Patent number
US09388140B2

Reaction notes

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