Hydrochloric Acid → N-(4-aminobutyl)-2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetamide hydrochloride

HRID 16658

反応式

HRID 16658 の反応式
[CH3:1][C:2]1[N:10]([C:11]([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[O:12])[C:9]2[CH:8]=[CH:7][C:6]([O:20][CH3:21])=[CH:5][C:4]=2[C:3]=1[CH2:22][C:23]([OH:25])=O.C(N[CH:34]([NH2:38])[CH2:35][CH2:36][CH3:37])(OC(C)(C)C)=O.Cl.C([N:42]=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.CN(C1C=CC=CN=1)C.CCN(C(C)C)C(C)C.Cl>ClCCl.CN(C)C=O>[ClH:19].[NH2:42][CH2:37][CH2:36][CH2:35][CH2:34][NH:38][C:23](=[O:25])[CH2:22][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([O:20][CH3:21])[CH:5]=2)[N:10]([C:11](=[O:12])[C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[C:2]=1[CH3:1]

参加物

10

実験手順

a Fluorescent Indo-Dansyl Analog: Compound 27z was synthesized by the method outlined in FIG. 4. Briefly, indomethacin was complexed with N-BOC butanediamine for 16 hours at room temperature in the presence of 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (EDCl), 1-hydroxybenzotriazole (HOBt), dimethylaminopyridine (DMAP), N,N′-diisopropylethylamine (DIPEA), and N,N-dimethylformamide (DMF). A yellow solid corresponding to a percent yield of 72% was obtained. This solid was then dissolved in dichloromethane and treated with HCl (gas) for 2 hours at room temperature, producing N-(4-aminobutyl)-2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetamide hydrochloride as a brown solid (98% yield), which was reacted with triethylamine (TEA) in dichloromethane for 5 minutes at room temperature prior to the addition of dansyl chloride. Dansyl chloride was then added, and the reaction was allowed to continue for 16 hours at room temperature, which produced Compound 27z as a yellow solid in a yield of 77%. Compound 27z was characterized by NMR and mass spectroscopy (MS).

後処理

  1. customA yellow solid corresponding to a percent yield of 72% was obtained

出典と根拠

ORDレコード
ord-f3981a7fb92f45458d1435a91806c2dc
出典データセット
uspto-grants-2010_06
特許番号
US07736624B2

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