Triethylamine → N-{4-Cyano-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazol-2-yl}methanesulfonamide

HRID 17445ノート

反応式

HRID 17445 の反応式
[NH2:1][C:2]1[O:3][C:4]2[C:5](=[C:7]([C:26]#[N:27])[C:8]([CH3:25])=[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:10]=2[N:11]2[CH2:15][CH2:14][C@H:13]([N:16]([CH3:18])[CH3:17])[CH2:12]2)[N:6]=1.C(N(CC)CC)C.[CH3:35][S:36](Cl)(=[O:38])=[O:37].[OH-].[Na+]>ClCCl.O>[C:26]([C:7]1[C:5]2[N:6]=[C:2]([NH:1][S:36]([CH3:35])(=[O:38])=[O:37])[O:3][C:4]=2[C:10]([N:11]2[CH2:15][CH2:14][C@H:13]([N:16]([CH3:17])[CH3:18])[CH2:12]2)=[C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]=1[CH3:25])#[N:27]

参加物

7

反応物 4

HCID 8471Triethylamine2 回HCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chloride2 回HCID 529457382-Amino-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

生成物 1

HCID 68585254N-{4-Cyano-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazol-2-yl}methanesulfonamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

2-Amino-7-[3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (#76) was suspended in dichloromethane (3.4 ml), then triethylamine (94.9 μl, 681 μmol) and methanesulfonyl chloride (52.7 μl, 681 μmol) were added with cooling with ice, then dichloromethane (10 ml) was added, followed by stirring with cooling with ice for 5 hours. Further, triethylamine (94.9 μl, 681 μmol) and methanesulfonyl chloride (52.7 μl, 681 μmol) were added with cooling with ice, followed by stirring at room temperature for 15 hours. Aqueous 1 N sodium hydroxide solution (5 ml) and water (5 ml) were added to the reaction liquid, and the aqueous layer was washed with diethyl ether (20 ml×2).

後処理

  1. temperaturewith cooling with ice
  2. temperaturewith cooling with ice for 5 hours
  3. temperaturewith cooling with ice
  4. stirringby stirring at room temperature for 15 hours
  5. washthe aqueous layer was washed with diethyl ether (20 ml×2)

出典と根拠

ORDレコード
ord-6eb859fe6f544a2ab6444c983e6c27be
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

反応ノート

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