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1,2-Dichloroethane → 4-(3-(Tert-butoxycarbonyl(methyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate

HRID 1020114
ノート
印刷プレビュー

反応式

HRID 1020114 の反応式
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:20]([NH:22][C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[CH:29]=[N:28][CH:27]=[CH:26]3)=[O:21])[CH2:10][N:11]([CH3:19])[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:5][CH:4]=1.C(Cl)CCl.[CH3:37][C:38]1[CH:46]=[C:45]([CH3:47])[CH:44]=[CH:43][C:39]=1[C:40](O)=[O:41]>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:37][C:38]1[CH:46]=[C:45]([CH3:47])[CH:44]=[CH:43][C:39]=1[C:40]([O:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([CH2:10][N:11]([C:12]([O:13][C:14]([CH3:15])([CH3:17])[CH3:16])=[O:18])[CH3:19])[C:20]([NH:22][C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[CH:29]=[N:28][CH:27]=[CH:26]3)=[O:21])=[CH:7][CH:8]=1)=[O:41]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 118972,4-Dimethylbenzoic acidHCID 59563700Tert-butyl 2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl(methyl)carbamate

生成物 1

HCID 595637844-(3-(Tert-butoxycarbonyl(methyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 1049Pyridine溶媒

実験手順

To tert-butyl 2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl(methyl)carbamate (E205-1) in pyridine was added was added EDC, DMAP, and 2,4-dimethylbenzoic acid, and the solution was stirred overnight at room temperature. The mixture was poured into NaHCO3(sat) and extracted with EtOAc. The organics were dried (MgSO4), filtered, and evaporated. Column chromatography (SiO2, 0-5% MeOH/CH2Cl2 gradient) gave pure 4-(3-(tert-butoxycarbonyl(methyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate (E205-2).

後処理

  1. extractionextracted with EtOAc
  2. dry with materialThe organics were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

出典と根拠

ORDレコード
ord-d1753dd1c2044d75bd7e29ca74aecce0
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08716310B2

反応ノート

読み込み中…

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