Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 89699459, compound

HRID 1055751Notes

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[CH:42]=[N:43][CH:44]=[CH:45][CH:46]=3)[CH:39]=2)[CH:35]=[CH:34]1.[CH3:47][O:48][C:49]1[CH:57]=[CH:56][C:55]([S:58]([F:63])([F:62])([F:61])([F:60])[F:59])=[CH:54][C:50]=1[C:51](O)=[O:52]>CN(C=O)C>[CH3:47][O:48][C:49]1[CH:57]=[CH:56][C:55]([S:58]([F:63])([F:59])([F:60])([F:61])[F:62])=[CH:54][C:50]=1[C:51]([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[CH:42]=[N:43][CH:44]=[CH:45][CH:46]=4)[CH:39]=3)[CH:35]=[CH:34]2)[CH:28]=1)=[O:52]

Participants

Conditions

Temperature: 50 °C

Procedure

394 mg (1.04 mmol) of HATU and 127 mg (1.04 mmol) of 4-N,N-dimethylaminopyridine (DMAP) were added to a solution of 200 mg (0.69 mmol) of the compound of Example 6A and 288 mg (1.04 mmol) of 2-methoxy-5-(pentafluoro-λ6-sulphanyl)benzoic acid in 2.2 ml of DMF. The reaction was stirred at 50° C. for 16 h. The reaction mixture was then purified directly by preparative HPLC (Method 16). This gave 222 mg (53% of theory) of the title compound.

Workup

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

Sources & evidence

ORD record: ord-72938f2ea4cc4592b07bf78bc897dd4e
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09394309B2

Reaction notes

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