N-Methylcyclohexylamine → N-Cyclohexyl-3, N-dimethyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate salt

HRID 2268625노트

반응식

HRID 2268625 반응식
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([O:18][CH2:19][CH2:20][NH:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:17]=1)[C:12]([OH:14])=O.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH3:47][NH:48][CH:49]1[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH:49]1([N:48]([CH3:47])[C:12](=[O:14])[C:11]2[CH:15]=[C:16]([O:18][CH2:19][CH2:20][NH:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[CH:17]=[C:9]([CH3:8])[CH:10]=2)[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50]1

참가 물질

7

반응물 5

HCID 7514N-MethylcyclohexylamineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 699496943-Methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzoic acid trifluoroacetate

생성물 1

HCID 17899506N-Cyclohexyl-3, N-dimethyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate salt

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A stirred solution of 3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzoic acid trifluoroacetate salt (0.031 g) in DMF (1 ml) was treated with HOBt (0.011 g), DIPEA (0.028 ml), N-methylcyclohexylamine (0.010 ml), and TBTU (0.026 g). The resulting solution was retained in a sealed flask for 64 h. The reaction mixture was concentrated under reduced pressure and the resulting gum subjected to preparative hplc. The required fraction was concentrated and then dried by addition of methanol and concentration under reduced pressure, addition of toluene and again concentration under reduced pressure giving the title compound as a colourless gum (0.034 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. concentrationThe required fraction was concentrated
  3. dry with materialdried by addition of methanol and concentration under reduced pressure, addition of toluene and again concentration under reduced pressure

출처 및 근거

ORD 기록
ord-b8f9bcffdf264b1b9615023c17e7936a
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326386B1

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