1,3-Dimethylbutylamine → HCID 118072726, compound

HRID 626401Notes

Reaction equation

HRID 626401 reaction equation
[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]3[CH:26]=[CH:27][C:28]([C:30](O)=[O:31])=[CH:29][C:24]=3[N:23]=[CH:22]2)=[CH:16][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:33][CH:34]([CH3:39])[CH2:35][CH:36]([NH2:38])[CH3:37].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:33][CH:34]([CH3:39])[CH2:35][CH:36]([NH:38][C:30]([C:28]1[CH:27]=[CH:26][C:25]2[N:21]([CH2:20][C:17]3[CH:16]=[CH:15][C:14]([C:9]4[C:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[CH:13][CH:12]=[CH:11][CH:10]=4)=[CH:19][CH:18]=3)[CH:22]=[N:23][C:24]=2[CH:29]=1)=[O:31])[CH3:37]

Participants

6

Reactant 4

HCID 79081,3-DimethylbutylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 118072725HCID 118072725, compound

Product 1

HCID 118072726HCID 118072726, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The mixture of 1-((2′-(tert-butoxycarbonyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-5-carboxylic acid (45 mg, 0.105 mmol), 4-methylpentan-2-amine (12.7 mg, 0.126 mmol), HATU (78 mg, 0.315 mmol) and DIPEA (27 mg, 0.315 mmol) in 10 mL of DCM was stirred at RTovernight. Then the solvent was removed under the reduced pressure to give the residue which was purified with prep-TLC (hexane/EtOAc=1/1, silica gel) to give the title compound.

Workup

  1. customThen the solvent was removed under the reduced pressure
  2. customto give the residue which
  3. customwas purified with prep-TLC (hexane/EtOAc=1/1, silica gel)

Sources & evidence

ORD record
ord-7e21ebbb6acd44aaa4133b95a1c537f7
Source dataset
uspto-grants-2016_04
Patent number
US09309227B2

Reaction notes

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