Ammonium Chloride → HCID 178439360, compound

HRID 2117116Notes

Reaction equation

HRID 2117116 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([N+:21]([O-])=O)[CH:18]=[CH:17][C:3]=1[O:4][CH:5]1[C:10]2=[C:11]([CH:14]([CH3:16])[CH3:15])[CH:12]=[CH:13][N:9]2[N:8]=[CH:7][NH:6]1.[Cl-].[NH4+]>[Zn].CO.O1CCCC1>[F:1][C:2]1[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:3]=1[O:4][CH:5]1[C:10]2=[C:11]([CH:14]([CH3:15])[CH3:16])[CH:12]=[CH:13][N:9]2[N:8]=[CH:7][NH:6]1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 178439362HCID 178439362, compound

Product 1

HCID 178439360HCID 178439360, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a heterogeneous mixture of 4-(2-fluoro-4-nitrophenoxy)-5-isopropyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine (0.044 g, 1.39 mmol, 10 equiv) in 1/1 anhydrous methanol/tetrahydrofuran (2 mL), at ambient temperature under nitrogen atmosphere, was added zinc dust (0.090 g, 0.139 mmol, 1.0 equiv) and ammonium chloride (0.075 g, 1.39 mmol, 10 equiv). The mixture was stirred for 4 h before the catalyst was filtered off and the filtrate was concentrated in vacuo to yield the title compound (0.040 g, 100%) as a solid, that was used without further purification. HRMS(ESI), 287.1308 (M+H)+ calc, 287.1300 (M+H)+ found.

Workup

  1. filtrationwas filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-3c3c3cc726f74204b8b9528f0c89dfbf
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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