Water → HCID 46832486, compound

HRID 1626193Notes

Reaction equation

HRID 1626193 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:21]=[C:20]([N+:22]([O-])=O)[CH:19]=[CH:18][C:8]=2[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:5][CH:4]=[N:3]1.O.C1COCC1>[Cl-].[NH4+].[Zn]>[CH3:1][N:2]1[C:6]([C:7]2[CH:21]=[C:20]([NH2:22])[CH:19]=[CH:18][C:8]=2[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:5][CH:4]=[N:3]1

Participants

6

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 46832481HCID 46832481, compound

Product 1

HCID 46832486HCID 46832486, compoundYield 214.7%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 25517Ammonium ChlorideSolvent

Procedure

To a solution of 4-{2-[2-(2-methyl-2H-pyrazol-3-yl)-4-nitro-phenoxy]-ethyl}-morpholine (1.913 g, 2.88 mmole), in saturated ammonium chloride solution (6 mL), water (6 mL) and THF (12 mL) was added zinc dust (1.123 g, 6 eq) at 0° C. The mixture was stirred at room temp for 1 hour and then filtered off through celite. The solution was dried in vacuo to give title compound as a yellow gummy solid (1.87 g, 99%). Exact mass calculated for C16H22N4O2302.2, found 303.4 (MH+).

Workup

  1. filtrationfiltered off through celite
  2. customThe solution was dried in vacuo

Sources & evidence

ORD record
ord-80224b91e672476f8d30f748d0141ae9
Source dataset
uspto-grants-2014_07
Patent number
US08785441B2

Reaction notes

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