Hydrochloric Acid → HCID 90023150, compound

HRID 531459Notes

Reaction equation

HRID 531459 reaction equation
[N:1]1([C:7](OC(C)(C)C)=O)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:14][C:15]1[CH:20]=[CH:19]C(F)=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].[ClH:31]>CN(C=O)C.CCOCC.CO>[ClH:31].[Br:14][C:15]1[CH:20]=[CH:19][C:7]([N:1]2[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]2)=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Product 1

HCID 90023150HCID 90023150, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21864698Diethyl ether methanolSolvent

Procedure

Using similar reaction conditions as described in (step i of Intermediate-2), tert-butyl piperazine-1-carboxylate (1.5 g, 6.81 mmol) was reacted with 4-bromo-1-fluoro-2-nitrobenzene (1.28 g, 6.81 mmol) in DMF (25 ml) and potassium carbonate (2.35 g, 17.02 mmol) to afford crude product. Using similar reaction conditions as described in Step-ii of example-7, above crude was deprotected in HCl in ether/methanol (10/10 ml). This afforded 2.0 g (99% yield).

Workup

  1. customreaction conditions
  2. customto afford crude product
  3. customreaction conditions

Sources & evidence

ORD record
ord-2751e1991a37472ba054852e37732115
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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