Sulfuric Acid → HCID 24797453, compound

HRID 2261018Notes

Reaction equation

HRID 2261018 reaction equation
N[C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][C:9]=2[C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=3)=[O:19])=[CH:13][CH:12]=2)[N:4]([CH3:31])[N:3]=1.S(=O)(=O)(O)O.N([O-])=O.[Na+]>CCO>[CH3:31][N:4]1[C:5]2=[N:6][CH:7]=[CH:8][C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=4)=[O:19])=[CH:13][CH:12]=3)=[C:10]2[CH:2]=[N:3]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 11546373HCID 11546373, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 24797453HCID 24797453, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In analogy to GP 6, reaction of 171 mg of 1-[4-(3-Amino-1-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)-phenyl]-3-(3-trifluoromethyl-phenyl)-urea (0.4 mmol, 1 eq.) with 63 μL concentrated sulphuric acid and 68 mg sodium nitrite (2.5 eq.) in 3.75 mL EtOH yielded the desired product.

Sources & evidence

ORD record
ord-a7b4cbef40044abc90b1204247458dc5
Source dataset
uspto-grants-2010_12
Patent number
US07846928B2

Reaction notes

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