Ammonium Chloride → HCID 86692257, compound

HRID 1469770Notes

Reaction equation

HRID 1469770 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[C:9]2[O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=1)([O-])=O.[NH4+].[Cl-]>CCO.O.[Fe]>[F:24][C:21]([F:22])([F:23])[C:18]1[CH:19]=[CH:20][C:15]([O:14][C:9]2[C:10]3[CH:11]=[CH:12][CH:13]=[C:4]([NH2:1])[C:5]=3[CH:6]=[CH:7][N:8]=2)=[CH:16][CH:17]=1

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 86692256HCID 86692256, compound

Product 1

HCID 86692257HCID 86692257, compoundYield 19.3%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The title compound was prepared following the procedure described in Step 3 of Intermediate-1 using 5-nitro-1-(4-(trifluoromethyl)phenoxy)isoquinoline (800 mg, 2.39 mmol), iron powder (1.34 g, 23.9 mmol), and NH4Cl (1.02 g, 19.1 mmol) in EtOH (5 mL) and water (1 mL) to afford 140 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 7.81 (m, 3H), 7.72 (d, 1H), 7.46-7.40 (m, 4H), 6.94 (d, J=6.9 Hz, 1H), 6.03 (s, 2H); MS (m/z): 305.17 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-964f3aa4c61b42a2a707193c2fe9f7b2
Source dataset
uspto-grants-2015_04
Patent number
US09006257B2

Reaction notes

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