Cesium carbonate → [5-(2,2-Dimethyl-3-oxo-piperazin-1-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester

HRID 43144

반응식

HRID 43144 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14]Br)=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][C:18]1([CH3:25])[NH:23][CH2:22][CH2:21][NH:20][C:19]1=[O:24].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:23]2[CH2:22][CH2:21][NH:20][C:19](=[O:24])[C:18]2([CH3:25])[CH3:17])=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 2111572-Piperazinone, 3,3-dimethyl-HCID 23030321tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

생성물 1

HCID 66914612[5-(2,2-Dimethyl-3-oxo-piperazin-1-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester수율 67.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of intermediate 100.2 (Step 100.2) (18.4 g, 64 mmol), 3,3-dimethyl-piperazin-2-one (Step 108.4) (9 g, 70 mmol, 1.1 equiv) and Cs2CO3 (27.1 g, 83.2 mmol, 1.3 equiv) in DMF (75 ml) was stirred for 12 h at rt, quenched by addition of H2O (500 mL) and filtered to afford 14.5 g of the title compound as an off-white solid. Title compound: ESI-MS: 335.2 [M+H]+; tR=2.22 min (System 1).

후처리

  1. customquenched by addition of H2O (500 mL)
  2. filtrationfiltered

출처 및 근거

ORD 기록
ord-365abdac828c4d17b2f502cb950ced9a
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536175B2

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