Methyl iodide → 4-(2-Ethoxy-2-oxoethyl)-1,1-dimethyl-4-(3-(4-octylphenyl)ureido)piperidinium iodide

HRID 1192887ノート

反応式

HRID 1192887 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:14][CH:13]=2)=[O:10])[CH2:4][CH2:3]1.[CH3:32][I:33]>C(Cl)Cl>[I-:33].[CH2:30]([O:29][C:27](=[O:28])[CH2:26][C:5]1([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:14][CH:13]=2)=[O:10])[CH2:6][CH2:7][N+:2]([CH3:32])([CH3:1])[CH2:3][CH2:4]1)[CH3:31]

参加物

4

反応物 2

HCID 6328Methyl iodideHCID 66865126Ethyl 2-(1-methyl-4-(3-(4-octylphenyl)ureido)piperidin-4-yl)acetate

生成物 1

HCID 668652964-(2-Ethoxy-2-oxoethyl)-1,1-dimethyl-4-(3-(4-octylphenyl)ureido)piperidinium iodide収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of ethyl 2-(1-methyl-4-(3-(4-octylphenyl)ureido)piperidin-4-yl)acetate (73 mg, 0.169 mmol) in CH2Cl2 (5 mL) was treated with MeI (0.11 mL, 1.69 mmol) and the reaction stirred overnight at room temperature. The solvent was removed in vacuo to yield crude title compound (95 mg, 98%) which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 8.35 (bs, 1H), 7.42 (d, 2H, J=8.4 Hz), 7.05 (d, 2H, J=8.4 Hz), 6.49 (bs, 1H), 4.39-4.32 (m, 2H), 4.14 (q, 2H, J=7.2 Hz), 3.41-3.34 (m, 5H), 3.21 (s, 2H), 3.20 (s, 3H), 2.64-2.41 (m, 6H), 1.29-1.20 (m, 13H), 0.89 (t, 3H, 6.4 Hz); MS ESI 446.4 [M]+, calcd for [C26H44N3O3]+ 446.65.

後処理

  1. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-4994e647745f44b6a610b78afda9e35f
出典データセット
uspto-grants-2014_03
特許番号
US08680282B2

反応ノート

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