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Water → (S)-3-[4-(2-Amino-6-{2,2,2-trifluoro-1-[4-(6-methoxy-pyridin-2-yl)-phenyl]-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid

HRID 2233471
ノート
印刷プレビュー

反応式

HRID 2233471 の反応式
C([O-])([O-])=O.[Cs+].[Cs+].[CH3:7][O:8][C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]([OH:26])[C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=1.[NH2:27][C:28]1[N:33]=[C:32]([C:34]2[CH:39]=[CH:38][C:37]([CH2:40][C@H:41]([NH:45][C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C:42]([OH:44])=[O:43])=[CH:36][CH:35]=2)[CH:31]=[C:30](Cl)[N:29]=1.O>O1CCOCC1.C(OCC)(=O)C>[NH2:27][C:28]1[N:33]=[C:32]([C:34]2[CH:39]=[CH:38][C:37]([CH2:40][C@H:41]([NH:45][C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C:42]([OH:44])=[O:43])=[CH:36][CH:35]=2)[CH:31]=[C:30]([O:26][CH:21]([C:18]2[CH:19]=[CH:20][C:15]([C:13]3[CH:12]=[CH:11][CH:10]=[C:9]([O:8][CH3:7])[N:14]=3)=[CH:16][CH:17]=2)[C:22]([F:23])([F:24])[F:25])[N:29]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 251913394-(2-Amino-6-chloropyrimidin-4-yl)-N-(tert-butoxycarbonyl)-L-phenylalanineHCID 667436631-[4-(6-Methoxy-pyridine-2-yl)-phenyl]-2,2,2-trifluoro-ethanol

生成物 1

HCID 66743335(S)-3-[4-(2-Amino-6-{2,2,2-trifluoro-1-[4-(6-methoxy-pyridin-2-yl)-phenyl]-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid
収率 88%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

Cs2CO3 (375 mg, 1 mmol) was added to a solution of 1-[4-(6-methoxy-pyridine-2-yl)-phenyl]-2,2,2-trifluoro-ethanol (67 mg, 0.2 mmol) in 10 ml of anhydrous 1,4-dioxane. The mixture was stirred for 5 min, then was added (S)-3-[4-(2-amino-6-chloro-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (78 mg, 0.2 mmol), and the mixture was heated at 110° C. overnight. After cooling, 5 ml water was added and ethyl acetate (20 ml) was used to extract the product. The organic layer was dried over sodium sulfate. The solvent was removed by rotovap to give 112 mg (S)-3-[4-(2-Amino-6-{2,2,2-trifluoro-1-[4-(6-methoxy-pyridin-2-yl)-phenyl]-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (yield: 88%).

後処理

  1. temperatureAfter cooling
  2. extractionto extract the product
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customThe solvent was removed by rotovap

出典と根拠

ORDレコード
ord-312a92da22a648588d0b3e4297555940
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709493B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート