反応式
[NH2:1][CH2:2][C@@H:3]([NH:21][C:22](=[O:34])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH:30]([CH3:32])[CH3:31])=[C:25]([Cl:33])[CH:24]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[C:13]3[C:18]([Br:19])=[CH:17][CH:16]=[CH:15][N:14]3[CH:20]=2)=[CH:7][CH:6]=1.CC(OC([NH:42][C@@H:43]([C:45](O)=[O:46])[CH3:44])=O)(C)C.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl.O1CCOCC1>[NH2:42][C@@H:43]([C:45]([NH:1][CH2:2][C@@H:3]([NH:21][C:22](=[O:34])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH:30]([CH3:32])[CH3:31])=[C:25]([Cl:33])[CH:24]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[C:13]3[C:18]([Br:19])=[CH:17][CH:16]=[CH:15][N:14]3[CH:20]=2)=[CH:7][CH:6]=1)=[O:46])[CH3:44]参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of N-((1S)-2-amino-1-{[4-(8-bromoimidazo[1,2-a]pyridin-2-yl)phenyl]methyl}ethyl)-3-chloro-4-[(1-methylethyl)oxy]benzamide (0.28 mmol), N-{[(1,1-dimethylethyl)oxy]carbonyl}-D-alanine (0.56 mmol), EDCI (0.56 mmol), and TEA (1.12 mmol) stirred in methylene chloride (2 mL) at RT for 18 h. The reaction was then treated with 4 M HCl in 1,4-dioxane (2 mL) and stirred at RT for 1 h. The mixture was then concentrated in vacuo, redissolved in ethyl acetate (25 mL) and washed with saturated aqueous sodium bicarbonate solution (1×10 mL). The organic layer was concentrated in vacuo, and purification of the residue by Gilson reverse phase HPLC afforded the title product as a white solid (25%). ESMS [M+H]+: 613.2.
後処理
- concentrationThe mixture was then concentrated in vacuo
- dissolutionredissolved in ethyl acetate (25 mL)
- washwashed with saturated aqueous sodium bicarbonate solution (1×10 mL)
- concentrationThe organic layer was concentrated in vacuo, and purification of the residue by Gilson reverse phase HPLC
出典と根拠
- ORDレコード
- ord-4972067d71d24313a6bff0eda1e66ddb
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08207340B2
関連ノート
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