Acetic Acid → HCID 66801567, compound

HRID 1844055Notes

Reaction equation

HRID 1844055 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][C:14]([N+:21]([O-])=O)=[C:15]([F:20])[CH:16]=3)[C:11]2=[O:24])[CH2:3][CH2:2]1.C(O)(=O)C>C1COCC1.[Fe]>[NH2:21][C:14]1[CH:13]=[C:12]2[C:17]([CH2:18][CH2:19][N:10]([C:5]3[CH:6]=[N:7][CH:8]=[CH:9][C:4]=3[CH:1]3[CH2:2][CH2:3]3)[C:11]2=[O:24])=[CH:16][C:15]=1[F:20]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 68094409HCID 68094409, compound

Product 1

HCID 66801567HCID 66801567, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2-(4-Cyclopropylpyridin-3-yl)-6-fluoro-7-nitro-3,4-dihydroisoquinolin-1(2H)-one (I-82a: 400 mg, 1.219 mmol) was reduced with iron powder (340 mg, 6.09 mmol) and acetic acid (10 mL) in THF (10 mL) at 75° C. for 4 hours to afford 350 mg of the product (96.6% yield).

Sources & evidence

ORD record
ord-151ea2bf4df247529282b9d303059210
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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