Diisopropylethylamine → HCID 69046899, compound

HRID 69871Notes

Reaction equation

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

Participants

Reactant 3

HCID 81531Diisopropylethylamine

HCID 5485213-Bromo-4-nitropyridine N-oxide

HCID 42330413-(Boc-amino)piperidine

Product 1

HCID 69046899HCID 69046899, compoundYield 65%

Procedure

The method of Example 88 (Method 4) was followed using 1 eq each of 3-bromo-4-nitropyridine-N-oxide, 3-N-Boc-amino piperidine and diisopropylethylamine yielding tert-butyl 1-(4-nitropyridin-3-yl)piperidin-3-ylcarbamate (65%). LCMS (m/z): 339.1 (MH+); LC Rt=2.88 min.

Sources & evidence

ORD record: ord-6d9044794987445aa0eb865443368ee6
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822497B2

Reaction notes

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