Diisopropylethylamine → HCID 67074657, 화합물

HRID 2093754노트

반응식

HRID 2093754 반응식
C(N(CC)C(C)C)(C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[OH:32][C:33]1[CH:62]=[CH:61][C:36]([CH2:37][NH:38][C:39]2[N:44]=[C:43]([O:45][CH2:46][C:47]([F:50])([F:49])[F:48])[N:42]=[C:41]([NH:51][C:52]3[CH:60]=[CH:59][C:55]([C:56](O)=[O:57])=[CH:54][CH:53]=3)[N:40]=2)=[CH:35][CH:34]=1.[NH2:63][CH2:64][CH:65]([OH:80])[CH2:66][N:67]1[CH2:72][CH2:71][N:70]([C:73]([O:75][C:76]([CH3:79])([CH3:78])[CH3:77])=[O:74])[CH2:69][CH2:68]1>CN(C=O)C.CCOC(C)=O>[OH:80][CH:65]([CH2:64][NH:63][C:56](=[O:57])[C:55]1[CH:59]=[CH:60][C:52]([NH:51][C:41]2[N:40]=[C:39]([NH:38][CH2:37][C:36]3[CH:61]=[CH:62][C:33]([OH:32])=[CH:34][CH:35]=3)[N:44]=[C:43]([O:45][CH2:46][C:47]([F:49])([F:50])[F:48])[N:42]=2)=[CH:53][CH:54]=1)[CH2:66][N:67]1[CH2:72][CH2:71][N:70]([C:73]([O:75][C:76]([CH3:77])([CH3:79])[CH3:78])=[O:74])[CH2:69][CH2:68]1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2756369(+/-)-1-amino-3-n-(4'-boc-piperazinyl)-2-propanolHCID 67073882HCID 67073882, 화합물

생성물 1

HCID 67074657HCID 67074657, 화합물수율 25.7%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

N,N-diisopropylethylamine (0.30 g) and O-benzotriazol-1-yl-N,N,N′,N′-tetra-methyluronium tetrafluoroborate (0.44 g) were added into a solution of 4-(4-(4-hydroxybenzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid (0.5 g) and tert-butyl 4-(3-amino-2-hydroxypropyl)piperazine-1-carboxylate (0.33 g) in DMF (2 mL). The mixture was stirred at room temperature for 16 hours. Then, 50 mL of EtOAc was added into the reaction mixture which was sequentially washed with water (2×20 mL) and brine (15 mL). The organic layer was dried over MgSO4 and concentrated under vacuum to give a residue which was purified by silica gel chromatography to provide tert-butyl 4-(2-hydroxy-3-(4-(4-(4-hydroxybenzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)propyl)piperazine-1-carboxylate (0.20 g).

후처리

  1. washwas sequentially washed with water (2×20 mL) and brine (15 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under vacuum
  4. customto give a residue which
  5. customwas purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-0ea60b6b26e34d3eb77d4cf438367f9a
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445490B2

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