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

HRID 17445노트

반응식

HRID 17445 반응식
[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]

참가 물질

7

반응물 4

HCID 8471Triethylamine2회HCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chloride2회HCID 529457382-Amino-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6eb859fe6f544a2ab6444c983e6c27be
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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