2,4,6-Trimethylpyridine → HCID 86597653, compound

HRID 1828767Notes

Reaction equation

HRID 1828767 reaction equation
NN.[CH3:3][N:4]([C:6]([O:10][N:11]1[N:19]=[N:18][C:13]2[CH:14]=[CH:15][CH:16]=[N:17][C:12]1=2)=[N+:7]([CH3:9])[CH3:8])[CH3:5].[F:20][P-:21]([F:26])([F:25])([F:24])([F:23])[F:22].[CH:27]1[CH:32]=[N:31][C:30]2[N:33]([OH:36])[N:34]=[N:35][C:29]=2[CH:28]=1.CC1C=C(C)N=C(C)C=1>CN1C(=O)CCC1>[CH3:9][N:7]([C:6]([O:10][N:11]1[N:19]=[N:18][C:13]2[CH:14]=[CH:15][CH:16]=[N:17][C:12]1=2)=[N+:4]([CH3:5])[CH3:3])[CH3:8].[F:20][P-:21]([F:26])([F:25])([F:24])([F:23])[F:22].[CH:27]1[CH:32]=[N:31][C:30]2[N:33]([OH:36])[N:34]=[N:35][C:29]=2[CH:28]=1

Participants

6

Reactant 4

HCID 79532,4,6-TrimethylpyridineHCID 9321HydrazineHCID 181649HOAtHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 86597653HCID 86597653, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

The resin-bound, free amine or hydrazine (0.389 mmol) is washed with NMP (5×5 ml, 3-minutes each time). A solution of the suitable Fmoc-protected amino acid or of a carboxylic acid unit (0.779 mmol, 2 eq), HATU (296 mg, 0.779 mmol, 2 eq) and HOAt (106 mg, 0.779 mmol, 2 eq) in NMP (5 ml) is then added to the resin. Finally, sym-collidine (1027 μl, 7.79 mmol, 20 eq) is added, and the resin is shaken overnight. The resin is then washed with NMP (5×5 ml, 3 minutes each time), and the coupling step is repeated with the same reagents, amounts and reaction time. The resin is subsequently washed with NMP (5×5 ml, 3 minutes each time).

Workup

  1. washThe resin is then washed with NMP (5×5 ml, 3 minutes each time), and the coupling step
  2. customis repeated with the same reagents, amounts and reaction time
  3. washThe resin is subsequently washed with NMP (5×5 ml, 3 minutes each time)

Sources & evidence

ORD record
ord-2f1169c122e844568a220c9e729db829
Source dataset
uspto-grants-2006_06
Patent number
US07060707B2

Reaction notes

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