Potassium Nitrate → HCID 86694445, compound

HRID 1519511Notes

Reaction equation

HRID 1519511 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]([N:5]1[CH2:10][CH2:9][N:8]([CH:11]2[CH2:20][C:19]3[CH:18]=[C:17]([N:21]4[C:29](=[O:30])[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[C:22]4=[O:31])[CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12]2)[CH2:7][CH2:6]1)=[O:4].[N+:34]([O-])([O-:36])=[O:35].[K+]>OS(O)(=O)=O>[N+:34]([C:16]1[C:17]([N:21]2[C:22](=[O:31])[C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:29]2=[O:30])=[CH:18][C:19]2[CH2:20][CH:11]([N:8]3[CH2:9][CH2:10][N:5]([C:3](=[O:4])[C:2]([F:1])([F:32])[F:33])[CH2:6][CH2:7]3)[CH2:12][CH2:13][C:14]=2[CH:15]=1)([O-:36])=[O:35]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 86694444HCID 86694444, compound

Product 1

HCID 86694445HCID 86694445, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 2-{7-[4-(Trifluoroacetyl)piperazin-1-yl]-5,6,7,8-tetrahydronaphthalen-2-yl}-1H-isoindole-1,3(2H)-dione (35 mg, 0.77 mmol) in conc. H2SO4 (2 mL) was added potassium nitrate (15 mg, 0.15 mmol) at 0° C. LC showed formation of the desired product within 10 minutes. The reaction was poured into ice, and extracted with DCM twice. The product was purified by mass-directed HPLC. LC-MS (IE, m/z): 503 [M+1]+.

Sources & evidence

ORD record
ord-27d9b7bd07164a73bb0827c302f74f0e
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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