Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 89700112, compound

HRID 1055769Notes

Reaction equation

HRID 1055769 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:25][C:26]1[CH:32]=[CH:31][C:29]([NH2:30])=[CH:28][C:27]=1[N:33]1[C:40]2[N:36]([N:37]=[C:38]([C:41]3[S:45][CH:44]=[N:43][CH:42]=3)[CH:39]=2)[CH:35]=[CH:34]1.[CH3:46][S:47]([C:50]1[CH:51]=[C:52]([CH:56]=[C:57]([S:59]([F:64])([F:63])([F:62])([F:61])[F:60])[CH:58]=1)[C:53](O)=[O:54])(=[O:49])=[O:48]>CN(C=O)C>[CH3:46][S:47]([C:50]1[CH:51]=[C:52]([CH:56]=[C:57]([S:59]([F:64])([F:60])([F:61])([F:62])[F:63])[CH:58]=1)[C:53]([NH:30][C:29]1[CH:31]=[CH:32][C:26]([CH3:25])=[C:27]([N:33]2[C:40]3[N:36]([N:37]=[C:38]([C:41]4[S:45][CH:44]=[N:43][CH:42]=4)[CH:39]=3)[CH:35]=[CH:34]2)[CH:28]=1)=[O:54])(=[O:49])=[O:48]

Participants

5

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 89699621HCID 89699621, compoundHCID 89700053HCID 89700053, compound

Product 1

HCID 89700112HCID 89700112, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

193 mg (0.51 mmol) of HATU and 62 mg (0.51 mmol) of 4-N,N-dimethylaminopyridine (DMAP) were added to a solution of 100 mg (0.34 mmol) of the compound of Example 89A and 122 mg (0.37 mmol) of the compound of Example 32A in 2 ml of DMF. The reaction was stirred at RT for 20 h. The reaction mixture was then purified directly by preparative HPLC (Method 16). This gave 86.4 mg (42% of theory) of the title compound.

Workup

  1. customThe reaction mixture was then purified directly by preparative HPLC (Method 16)

Sources & evidence

ORD record
ord-aa8726c98de444c1a7d682af17dd0b0f
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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