Acetic Acid → HCID 66802144, compound

HRID 1844058Notes

Reaction equation

HRID 1844058 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-])=O)[C:8](=[O:15])[N:7]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:21]=1[CH3:22])[CH2:6][CH2:5]2.C(O)(=O)C>C1COCC1.[Fe]>[NH2:12][C:11]1[CH:10]=[C:9]2[C:4]([CH2:5][CH2:6][N:7]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][C:21]=3[CH3:22])[C:8]2=[O:15])=[CH:3][C:2]=1[F:1]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 66801954HCID 66801954, compound

Product 1

HCID 66802144HCID 66802144, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 8028TetrahydrofuranSolvent

Procedure

6-Fluoro-7-nitro-2-(4-methyl-pyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (I-84a: 150 mg, 0.498 mmol) was reduced with iron powder (139 mg, 2.4 mmol) and acetic acid (5 mL) in THF (5 mL) at 70° C. for 4 hours to afford 130 mg of the product (96.2% yield).

Sources & evidence

ORD record
ord-e1c547611778468ebcfd27b3e017342e
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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