Dimethylformamide → 1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amide

HRID 32918

反応式

[Na+].[CH3:2][Si:3]([CH3:17])([CH3:16])[CH2:4][CH2:5][O:6][CH2:7][N:8]1[CH:12]=[C:11]([C:13]([O-:15])=O)[N:10]=[CH:9]1.[N:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[NH2:30])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.CCN=C=NCCCN(C)C.CN(C=O)C>CN(C1C=CN=CC=1)C.CCOC(C)=O>[N:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[NH:30][C:13]([C:11]2[N:10]=[CH:9][N:8]([CH2:7][O:6][CH2:5][CH2:4][Si:3]([CH3:2])([CH3:17])[CH3:16])[CH:12]=2)=[O:15])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

参加物

実験手順

A flask was charged with 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylate sodium salt (70 mg, 0.26 mmol) (as prepared in the previous step), 2-piperidin-1-yl-phenylamine (36 mg, 0.20 mmol), EDCI (60 g, 0.31 mmol), DMAP (25 mg, 0.20 mmol), and DMF (1 mL) and stirred for 3 h at RT. The reaction was diluted with EtOAc (10 mL) and washed with brine (2×10 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane to give 80 mg (97%) of a white solid. Mass spectrum (ESI, m/z): Calcd. for C21H32N4O2Si, 401.2 (M+H), found 401.1.

後処理

washwashed with brine (2×10 mL)
dry with materialthe organic layer was dried over Na2SO4
concentrationconcentrated
washThe title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane

出典と根拠

ORDレコード: ord-ff6beeb2e0844a1bb1d7837d454fcc2e
出典データセット: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07427683B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

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