Diisopropylethylamine → tert-butyl (2S)-2-{[4-(methylamino)phenyl]carbonylamino}-4-{N-[2-(2-{2-[2-(2-{2-[2-(4-{5-[(N-morpholin-4-ylcarbamoyl)amino]-4-oxoindeno[3,2-c]pyrazol-3-yl}phenoxy)acetylamino]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethyl]carbamoyl}butanoa te

HRID 720868ノート

反応式

HRID 720868 の反応式
[N:1]1([NH:7][C:8]([NH:10][C:11]2[C:16]3[C:17](=[O:34])[C:18]4[C:19](=[N:20][NH:21][C:22]=4[C:23]4[CH:33]=[CH:32][C:26]([O:27][CH2:28][C:29]([OH:31])=O)=[CH:25][CH:24]=4)[C:15]=3[CH:14]=[CH:13][CH:12]=2)=[O:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:35][CH2:36][CH2:37][O:38][CH2:39][CH2:40][O:41][CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][CH2:48][CH2:49][O:50][CH2:51][CH2:52][NH:53][C:54]([CH2:56][CH2:57][C@H:58]([NH:66][C:67]([C:69]1[CH:74]=[CH:73][C:72]([NH:75][CH3:76])=[CH:71][CH:70]=1)=[O:68])[C:59]([O:61][C:62]([CH3:65])([CH3:64])[CH3:63])=[O:60])=[O:55].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.CCOC(C)=O>[CH3:76][NH:75][C:72]1[CH:73]=[CH:74][C:69]([C:67]([NH:66][C@@H:58]([CH2:57][CH2:56][C:54](=[O:55])[NH:53][CH2:52][CH2:51][O:50][CH2:49][CH2:48][O:47][CH2:46][CH2:45][O:44][CH2:43][CH2:42][O:41][CH2:40][CH2:39][O:38][CH2:37][CH2:36][NH:35][C:29](=[O:31])[CH2:28][O:27][C:26]2[CH:32]=[CH:33][C:23]([C:22]3[NH:21][N:20]=[C:19]4[C:15]5[CH:14]=[CH:13][CH:12]=[C:11]([NH:10][C:8](=[O:9])[NH:7][N:1]6[CH2:6][CH2:5][O:4][CH2:3][CH2:2]6)[C:16]=5[C:17](=[O:34])[C:18]=34)=[CH:24][CH:25]=2)[C:59]([O:61][C:62]([CH3:65])([CH3:63])[CH3:64])=[O:60])=[O:68])=[CH:70][CH:71]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66933864HCID 66933864、化合物HCID 1785259502-(4-(5-[(morpholin-4-ylamino)carbonylamino]-4-oxoindeno[3,2-c]pyrazol-3-yl}phenoxy)acetic Acid

生成物 1

HCID 178482177tert-butyl (2S)-2-{[4-(methylamino)phenyl]carbonylamino}-4-{N-[2-(2-{2-[2-(2-{2-[2-(4-{5-[(N-morpholin-4-ylcarbamoyl)amino]-4-oxoindeno[3,2-c]pyrazol-3-yl}phenoxy)acetylamino]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethyl]carbamoyl}butanoa te

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Compound 25 (0.60 g, 1 mmol) and compound 26 (0.46 g, 1 mmol) were dissolved in 10 ml DMF and HBTU (0.7 g, 1.8 mmol) was added as a solid followed by DIEA (1.0 ml, 5.7 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc and the organic phase washed with 0.5N NaOH, brine, dried over MgSO4, filtered and concentrated to an oil. This oil was purified by flash silica chromatography (10 to 20% MeOH/EtOAc) to give a yellow foam (0.65 g, 0.62 mmol, 62%, compound 28).

後処理

  1. washthe organic phase washed with 0.5N NaOH, brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to an oil
  5. customThis oil was purified by flash silica chromatography (10 to 20% MeOH/EtOAc)

出典と根拠

ORDレコード
ord-e02df997e5cc496a85184447edf42f8d
出典データセット
uspto-grants-2006_11
特許番号
US07135550B2

反応ノート

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