Diisopropylethylamine → (r)-Tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate

반응식

Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][C:12]([O:15][C:16]([NH:18][C@H:19]1[CH2:24][NH:23][CH2:22][CH2:21][CH2:20]1)=[O:17])([CH3:14])[CH3:13].C(N(C(C)C)CC)(C)C>>[N+:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[N:23]1[CH2:22][CH2:21][CH2:20][C@@H:19]([NH:18][C:16](=[O:17])[O:15][C:12]([CH3:13])([CH3:11])[CH3:14])[CH2:24]1)([O-:10])=[O:9]

참가 물질

반응물 3

HCID 81531Diisopropylethylamine

HCID 1514172(3R)-3-Aminopiperidine, 3-BOC protected

HCID 27357814-Chloro-3-nitropyridine

생성물 1

HCID 59455705(r)-Tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate수율 99%

실험 절차

The method of Example 1 was followed using 1 eq each of 4-chloro-3-nitropyridine, (R)-3-N-Boc-amino piperidine and diisopropylethylamine yielding (R)-tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate, (99%). LCMS (m/z): 323.1 (MH+); LC Rt=2.13 min.

출처 및 근거

ORD 기록: ord-9fa6e7e5aaed42d69144c66dcd3dd2dc
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08822497B2

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