Tetrahydrofuran → HCID 58270444, compound

HRID 1624980Notes

Reaction equation

HRID 1624980 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[N+:17]([O-])=O)[C:8]2=[O:20])=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl.O1CCCC1>>[NH2:17][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[CH:15]=[CH:16][N:7]([CH2:6][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:22][CH:21]=1)[C:8]2=[O:20]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 61436Stannous chloride dihydrateHCID 58270412HCID 58270412, compound

Product 1

HCID 58270444HCID 58270444, compound

Procedure

2-(4-Fluorobenzyl)-5-nitroisoquinolin-1(2H)-one (0.66 g, 0.0022 mol) and tin dichloride dihydrate (2 g, 0.009 mol) were stirred in tetrahydrofuran (20 mL, 0.2 mol) at room temperature overnight. The volatiles were removed via rotovapor, and the residue was dissolved in MeOH, filter through a pad of basic alumina and concentrated to dryness to give the title compound as a brown oil. MS m/z (M+H) 268.8.

Workup

  1. customThe volatiles were removed via rotovapor
  2. dissolutionthe residue was dissolved in MeOH
  3. filtrationfilter through a pad of basic alumina
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-51a58b40228c4776a3682394c763f6c8
Source dataset
uspto-grants-2014_07
Patent number
US08779144B2

Reaction notes

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