4-(N-Boc-amino)piperidine → tert-butyl 1-(2-nitro-4-(1H-pyrazol-5-yl)phenyl)piperidin-4-ylcarbamate

HRID 69859Notes

Reaction equation

HRID 69859 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][N:11]=[CH:10][CH:9]=2)=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[C:16]([NH:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>>[N+:13]([C:3]1[CH:4]=[C:5]([C:8]2[NH:12][N:11]=[CH:10][CH:9]=2)[CH:6]=[CH:7][C:2]=1[N:27]1[CH2:26][CH2:25][CH:24]([NH:23][C:16](=[O:17])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH2:29][CH2:28]1)([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 27646025-(4-chloro-3-nitrophenyl)-1H-pyrazole

Product 1

HCID 69090602tert-butyl 1-(2-nitro-4-(1H-pyrazol-5-yl)phenyl)piperidin-4-ylcarbamate

Procedure

Method 1 was followed using 5-(4-chloro-3-nitrophenyl)-1H-pyrazole (1.0 eq), 4-(N-Boc-amino) piperidine (1.1 eq), and TEA (2.0 eq) at 55° C. for 24 hours yielding tert-butyl 1-(2-nitro-4-(1H-pyrazol-5-yl)phenyl)piperidin-4-ylcarbamate. LCMS (m/z): 388.1 (MH+); LC Rt=2.84 min.

Workup

  1. customat 55° C.
  2. customfor 24 hours

Sources & evidence

ORD record
ord-3585f57a3fd7492daa9d3e9faa0a843c
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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