Ammonia → 2-(5-Amino-3-methyl-1H-pyrazol-4-yl)-5-fluoro-benzothiazole-6-sulfonic acid amide

HRID 407326Notes

Reaction equation

HRID 407326 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[S:9][C:10]2[CH:16]=[C:15]([S:17](O)(=[O:19])=[O:18])[C:14]([F:21])=[CH:13][C:11]=2[N:12]=1.FC1C=CC2SC(C3C(C)=NNC=3N)=[N:28]C=2C=1.N>C(O)C>[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[S:9][C:10]2[CH:16]=[C:15]([S:17]([NH2:28])(=[O:19])=[O:18])[C:14]([F:21])=[CH:13][C:11]=2[N:12]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 178434665HCID 178434665, compoundHCID 178434669HCID 178434669, compound

Product 1

HCID 1784346662-(5-Amino-3-methyl-1H-pyrazol-4-yl)-5-fluoro-benzothiazole-6-sulfonic acid amideYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound (30 mg) was prepared in two steps from crude 2-(5-amino-3-methyl-1H-pyrazol-4-yl)-5-fluorobenzothiazole-6-sulfonic acid, which had been derived from the chlorosulfonation of 90 mg of 4-(5-fluorobenzothiazol-2-yl)-5-methyl-2H-pyrazol-3-ylamine, and a solution of excess ammonia dissolved in ethanol. MS (m/z, ES+): 328.0 (M+1, 100%). Yield=25%.

Sources & evidence

ORD record
ord-5f343c20f5b743269f3d695244d7bdb3
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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