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

HRID 720870ノート

反応式

HRID 720870 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]([OH:16])=O)[N:11]=[C:10]3[C:17]4[CH:18]=[CH:19][CH:20]=[C:21]([NH:25][C:26]([NH:28][N:29]5[CH2:34][CH2:33][O:32][CH2:31][CH2:30]5)=[O:27])[C:22]=4[C:23](=[O:24])[C:9]=23)=[CH:4][CH:3]=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][NH:47][C:48]([CH2:50][CH2:51][C@H:52]([NH:60][C:61]([C:63]1[CH:68]=[CH:67][C:66]([N:69](C(OCC2C=CC=CC=2)=O)[CH3:70])=[CH:65][CH:64]=1)=[O:62])[C:53]([O:55][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:54])=[O:49].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>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]([NH:35][CH2:36][CH2:37][O:38][CH2:39][CH2:40][O:41][CH2:42][CH2:43][O:44][CH2:45][CH2:46][NH:47][C:48]([CH2:50][CH2:51][C@H:52]([NH:60][C:61]([C:63]3[CH:64]=[CH:65][C:66]([NH:69][CH3:70])=[CH:67][CH:68]=3)=[O:62])[C:53]([O:55][C:56]([CH3:57])([CH3:58])[CH3:59])=[O:54])=[O:49])=[O:16])[N:11]=[C:10]3[C:17]4[CH:18]=[CH:19][CH:20]=[C:21]([NH:25][C:26](=[O:27])[NH:28][N:29]5[CH2:30][CH2:31][O:32][CH2:33][CH2:34]5)[C:22]=4[C:23](=[O:24])[C:9]=23)=[CH:4][CH:3]=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 66910315HCID 66910315、化合物HCID 1357740212-{3-(4-Hydroxyphenyl)-5-[(morpholin-4-ylamino)carbonylamino]-4-oxoindeno[3,2-c]pyrazol-2-yl}acetic acid

生成物 1

HCID 136397846Tert-butyl (2S)-4-{N-[2-(2-{2-[2-(2-{3-(4-hydroxyphenyl)-5-[(N-morpholin-4-ylcarbamoyl)amino]-4-oxoindeno[3,2-c]pyrazol-2-yl}acetylamino)ethoxy]ethoxy}ethoxy) ethyl]carbamoyl}-2-{[4-(methylamino)phenyl]carbonylamino}butanoate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Compound 38 (0.52 g, 1.1 mmol) and compound 12 (0.55 g, 1.1 mmol) were dissolved in DMF and HBTU (0.8 g, 2.1 mmol) was added as a solid followed by DIEA (0.52 ml, 3 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc and the organic phase washed with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated to an oil. This oil was purified by flash silica chromatography (1 to 2 to 3 to 4 to 5% MeOH/CH2Cl2) to give a yellow foam (0.45 g, 0.47 mmol, 43%, compound 39).

後処理

  1. washthe organic phase washed with saturated NaHCO3, brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to an oil
  5. customThis oil was purified by flash silica chromatography (1 to 2 to 3 to 4 to 5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-33fd9d67442c41eb91158edb629cc688
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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