Methyl bromide acetonitrile → (3S)-3-({({(2R)-1-({(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)-2-pyrrolidinyl}carbonyl)-2-pyrrolidinyl}carbonyl)amino}methyl)-1,1-dimethylpiperidinium bromide

HRID 272089ノート

反応式

HRID 272089 の反応式
[OH:1][C@H:2]1[CH2:6][N:5]([C:7](=[O:28])[CH2:8][C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C@H:4]([C:29]([N:31]2[CH2:35][CH2:34][CH2:33][C@@H:32]2[C:36]([NH:38][CH2:39][C@@H:40]2[CH2:45][CH2:44][CH2:43][N:42]([CH3:46])[CH2:41]2)=[O:37])=[O:30])[CH2:3]1.C[Br:48].[C:49](#N)C>>[Br-:48].[OH:1][C@H:2]1[CH2:6][N:5]([C:7](=[O:28])[CH2:8][C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C@H:4]([C:29]([N:31]2[CH2:35][CH2:34][CH2:33][C@@H:32]2[C:36]([NH:38][CH2:39][C@@H:40]2[CH2:45][CH2:44][CH2:43][N+:42]([CH3:49])([CH3:46])[CH2:41]2)=[O:37])=[O:30])[CH2:3]1

参加物

3

反応物 2

HCID 22594519Methyl bromide acetonitrileHCID 69100833(2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-N-{((3S)-1-methyl-3-piperidyl)methyl}pyrrolidine-2-carboxamide

生成物 1

HCID 69101449(3S)-3-({({(2R)-1-({(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)-2-pyrrolidinyl}carbonyl)-2-pyrrolidinyl}carbonyl)amino}methyl)-1,1-dimethylpiperidinium bromide

実験手順

To 15 mg of (2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-N-{((3S)-1-methyl-3-piperidyl)methyl}pyrrolidine-2-carboxamide, 0.5 ml of 10% methyl bromide-acetonitrile was added at room temperature, followed by 12 hours' stirring. The solvent in the reaction liquid was distilled off under reduced pressure, and the resulting residue was purified by preparative thin-layer chromatography (aluminium oxide 60F254, Art. 5713 (Merck), choroform/methanol=18/1) to provide 15 mg of the title compound as a white solid.

後処理

  1. customThe solvent in the reaction liquid
  2. distillationwas distilled off under reduced pressure
  3. customthe resulting residue was purified by preparative thin-layer chromatography (aluminium oxide 60F254, Art. 5713 (Merck), choroform/methanol=18/1)

出典と根拠

ORDレコード
ord-654423ce16344b95b39d50fcd0af939a
出典データセット
uspto-grants-2008_11
特許番号
US07452908B2

反応ノート

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