tert-Butyl piperazine-1-carboxylate → HCID 67094969, compound

HRID 1710611Notes

Reaction equation

HRID 1710611 reaction equation
Br[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([F:11])[C:3]=1[O:12][CH3:13].[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:19]([N:21]1[CH2:22][CH2:23][N:24]([C:2]2[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([F:11])[C:3]=2[O:12][CH3:13])[CH2:25][CH2:26]1)([O:18][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:20]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 425529121-Bromo-3-fluoro-2-methoxy-5-nitrobenzene

Product 1

HCID 67094969HCID 67094969, compound

Procedure

The compound was prepared by analogy to Example 7, starting from commercially available 1-bromo-3-fluoro-2-methoxy-5-nitrobenzene, which was reacted with tert.butyloxycarbonyl-piperazine by analogy to preparation example 3.1 top yield 1-(N-boc-piperazin-4-yl)-3-fluoro-2-methoxy-5-nitrobenzene. Reduction of the nitro group to the corresponding aniline by analogy to preparation example 3.2, subsequent coupling with commercially available 3-difluoromethoxybenzenesulfonylchloride by analogy to preparation example 1.4, and final deprotection of the tert.-butoxycarbonyl group under acidic conditions by analogy to example 1 yielded the title compound.

Workup

  1. customThe compound was prepared by analogy to Example 7

Sources & evidence

ORD record
ord-d242f317f5f14a46a710b4a69b246308
Source dataset
uspto-grants-2010_09
Patent number
US07790727B2

Reaction notes

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