Chlorine → N-(5-chloro-1H-indol-2-ylmethyl)-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide

HRID 2053960

반응식

HRID 2053960 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[Cl:49][C:50]1[CH:51]=[C:52]2[C:56](=[CH:57][CH:58]=1)[NH:55][C:54]([CH2:59][NH2:60])=[CH:53]2.C(OCC)(=O)C.C(O)C.N.ClCl>CN(C)C=O>[Cl:49][C:50]1[CH:51]=[C:52]2[C:56](=[CH:57][CH:58]=1)[NH:55][C:54]([CH2:59][NH:60][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])=[C:2]([CH3:1])[CH:3]=1)=[CH:53]2

참가 물질

8

반응물 6

HCID 24526Chlorine2회HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 4689978(5-Chloro-1H-indol-2-yl)methanamineHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 86587043Ethyl acetate ethanol ammonia

생성물 1

HCID 59655287N-(5-chloro-1H-indol-2-ylmethyl)-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide수율 31%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and C-(5-chloro-1H-indol-2-yl)methylamine in dimethylformamide. Yield: 31%; Rf value: 0.61 (silica gel; ethyl acetate/ethanol/ammonia=9:1:0.1); C22H22ClN3O2 (395.89); mass spectrum: (M+H)+=396/398 (chlorine isotope) and (M−H)−=394/396 (chlorine isotope).

출처 및 근거

ORD 기록
ord-1bd1c215329c46d2b7c0d197726693da
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326791B2

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