3-(Pentafluorosulfanyl)benzoic acid → HCID 71667537, compound

HRID 1055765Notes

Reaction equation

HRID 1055765 reaction equation
[F:1][C:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:5][N:4]2[CH:13]=[CH:14][N:15]([C:16]3[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=3[CH3:23])[NH2:19])[C:3]=12.[F:24][S:25]([F:38])([F:37])([F:36])([F:35])[C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29](O)=[O:30]>>[F:1][C:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:5][N:4]2[CH:13]=[CH:14][N:15]([C:16]3[CH:17]=[C:18]([NH:19][C:29](=[O:30])[C:28]4[CH:32]=[CH:33][CH:34]=[C:26]([S:25]([F:38])([F:24])([F:35])([F:36])[F:37])[CH:27]=4)[CH:20]=[CH:21][C:22]=3[CH3:23])[C:3]=12

Participants

3

Reactant 2

HCID 27792093-(Pentafluorosulfanyl)benzoic acidHCID 896997403-[7-Fluoro-6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-4-methylaniline

Product 1

HCID 71667537HCID 71667537, compound

Procedure

Analogously to the process described in Example 126, 60 mg (0.195 mmol) of the compound of Example 83A and 48 mg (0.195 mmol) of 3-(pentafluoro-λ6-sulphanyl)benzoic acid gave 35 mg (33% of theory) of the title compound. The product obtained from the preparative HPLC purification was dissolved in a little methanol and passed through a bicarbonate cartridge (from Polymerlabs, Stratospheres SPE, PL-HCO3 MP SPE, capacity 0.9 mmol). After concentration of the eluate, the residue was dried under high vacuum.

Sources & evidence

ORD record
ord-deceebe5fdea47dc9b5a3fb84a6f1205
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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