Diisopropylethylamine → HCID 67074657、化合物

HRID 2093754ノート

反応式

HRID 2093754 の反応式
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

参加物

7

反応物 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、化合物

生成物 1

HCID 67074657HCID 67074657、化合物収率 25.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0ea60b6b26e34d3eb77d4cf438367f9a
出典データセット
uspto-grants-2013_05
特許番号
US08445490B2

反応ノート

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