Ammonium Chloride → HCID 57960682, compound

HRID 531461Notes

Reaction equation

HRID 531461 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]([NH2:17])=[O:16])[CH2:10][CH2:9]2)=[C:4]([N+:18]([O-])=O)[CH:3]=1.[Cl-].[NH4+]>C1COCC1.O.[Zn]>[NH2:18][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([NH2:17])=[O:16])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 57960253HCID 57960253, compound

Product 1

HCID 57960682HCID 57960682, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 21881883Oxolane--water (1/1)Solvent

Procedure

Using similar reaction conditions as described in step ii of Intermediate-27, 2-(4-(4-bromo-2-nitrophenyl)piperazin-1-yl)acetamide (600 mg, 1.74 mmol) was reduced using zinc dust (568 mg, 8.74 mmol) and ammonium chloride (461 mg, 8.74 mmol) in THF/water 10/10 ml to afford 508 mg (93% yield) of the titled product.

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-955cd13756e64d20ae5816d2a0ca9af4
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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