Acetic Acid → HCID 24858488, compound

HRID 513631Notes

Reaction equation

HRID 513631 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[S:12]([NH:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:25]=1[N:24]=[CH:23][CH:22]=[CH:21]2)(=[O:14])=[O:13].N(OC(C)(C)C)=O.CC(O)=O>C1COCC1>[F:10][C:8]([F:11])([F:9])[C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[C:17]1[C:16](=[C:25]3[C:20](=[CH:19][CH:18]=1)[CH:21]=[CH:22][CH:23]=[N:24]3)[NH:15][S:12]2(=[O:13])=[O:14]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10906Tert-Butyl nitriteHCID 68183117HCID 68183117, compound2×

Product 1

HCID 24858488HCID 24858488, compoundYield 7.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a similar fashion using route 16 general procedure 61, 2-amino-N-quinolin-8-yl-5-trifluoromethyl-benzenesulfonamide (Intermediate 300) (330 mg, 0.9 mmol), t-butyl nitrite (0.16 ml, 1.3 mmol), AcOH (3.3 ml) and THF (3.3 ml) gave the title compound (25 mg, 7%) after purification by column chromatography with DCM/MeOH (99.8:0.2) as the eluent.

Sources & evidence

ORD record
ord-f78b5eb5d3cf42d090d1b4db7dd55617
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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