Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 178521826, compound

HRID 1037987Notes

Reaction equation

HRID 1037987 reaction equation
[O:1]=[C:2]([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[N:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:20][CH:19]=2)[CH2:14][CH2:13]1)[CH2:3][N:4]1[CH2:8][CH2:7][CH:6]([C:9](O)=[O:10])[CH2:5]1.CN(C(O[N:38]1[N:46]=[N:45][C:40]2[CH:41]=[CH:42][CH:43]=[N:44][C:39]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl.CN(C=O)C>[NH:4]1[CH:5]=[C:39]([C:40]2[C:41]3[C:7](=[CH:6][CH:9]=[C:43]([NH:44][C:9]([CH:6]4[CH2:7][CH2:8][N:4]([CH2:3][C:2](=[O:1])[N:12]5[CH2:17][CH2:16][N:15]([C:18]6[CH:19]=[CH:20][C:21]([C:24]7[N:25]=[CH:26][CH:27]=[CH:28][N:29]=7)=[CH:22][CH:23]=6)[CH2:14][CH2:13]5)[CH2:5]4)=[O:10])[CH:42]=3)[NH:46][N:45]=2)[N:38]=[CH:3]1

Participants

5

Reactant 2

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 674194121-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid

Product 1

HCID 178521826HCID 178521826, compoundYield 28.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Amine 24 (82 mg, 0.41 mmol) and carboxylic acid 12 (81 mg, 0.21 mmol) were dissolved in CH2Cl2 (2 mL) and DMF (2 ML). To the crude was added TEA (1.16 mL), and HATU (156 mg, 0.41 mmol). The crude was stirred at rt for 22 hrs under a stream of nitrogen. The crude was quenched with sat. NaHCO3 at rt and filtered over a plug of silica gel. The crude was evaporated and purified via preparation plates to give 17 mg of the product.

Workup

  1. customThe crude was quenched with sat. NaHCO3 at rt
  2. filtrationfiltered over a plug of silica gel
  3. customThe crude was evaporated
  4. custompurified via preparation plates

Sources & evidence

ORD record
ord-40c25be59c39417d9de1d71a1ecb31dd
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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