Hydrochloric Acid → HCID 57594292、化合物

HRID 730339ノート

反応式

HRID 730339 の反応式
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C@@H:13]([NH:33][C:34](=[O:40])OC(C)(C)C)[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:22]=[C:23]3[C:28]([CH:29]([OH:31])[CH3:30])=[CH:27][CH:26]=[CH:25][N:24]3[CH:32]=2)=[CH:17][CH:16]=1.Cl.O1CCOCC1.C(N(CC)C(C)C)(C)C.[Cl:57][C:58]1[CH:59]=[C:60]([CH:75]=[CH:76][C:77]=1[O:78][CH:79]([CH3:81])[CH3:80])C(OC1C(F)=C(F)C(F)=C(F)C=1F)=O>O>[Cl:57][C:58]1[CH:59]=[C:60]([CH:75]=[CH:76][C:77]=1[O:78][CH:79]([CH3:81])[CH3:80])[C:34]([NH:33][C@@H:13]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:22]=[C:23]3[C:28]([CH:29]([OH:31])[CH3:30])=[CH:27][CH:26]=[CH:25][N:24]3[CH:32]=2)=[CH:17][CH:16]=1)[CH2:12][N:3]1[C:2](=[O:1])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=[O:11])=[O:40]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 57594128HCID 57594128、化合物HCID 575943381,1-Dimethylethyl [(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-({4-[8-(1-hydroxyethyl)imidazo[1,2-a]pyridin-2-yl]phenyl}methyl)ethyl]carbamate

生成物 1

HCID 57594292HCID 57594292、化合物収率 100%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1,1-dimethylethyl [(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-({4-[8-(1-hydroxyethyl)imidazo[1,2-a]pyridin-2-yl]phenyl}methyl)ethyl]carbamate (1.79 g, 3.31 mmol) and 4 M HCl in 1,4-dioxane (20 mL, 80 mmol) was stirred at room temperature for 45 minutes. The reaction was concentrated to dryness and redissolved in DMF (30 mL). To this solution was added N,N-diisopropylethylamine (2.14 g, 16.55 mmol) and pentafluorophenyl 3-chloro-4 [(1-methylethyl)oxy]benzoate (1.36 g, 3.31 mmol). The mixture was stirred overnight at room temperature, diluted with water, and extracted into ethyl acetate. The extracts were washed with water, dried (Na2SO4), and concentrated in vacuo to give the title compound (2.10 g, 100%) as a tan solid. MS(ES+) m/e 637 [M+H]+.

後処理

  1. concentrationThe reaction was concentrated to dryness
  2. dissolutionredissolved in DMF (30 mL)
  3. stirringThe mixture was stirred overnight at room temperature
  4. extractionextracted into ethyl acetate
  5. washThe extracts were washed with water
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-23c20b8926fd48ed9ebaf1b20c8e5cae
出典データセット
uspto-grants-2009_09
特許番号
US07582668B2

反応ノート

読み込み中…