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Diisopropylethylamine → 3-[5-Bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-5-fluoro-4-methyl-benzoic acid, ethyl ester

HRID 1697323
ノート
印刷プレビュー

反応式

HRID 1697323 の反応式
Br[C:2]1[C:3](=[O:22])[N:4]([C:9]2[CH:10]=[C:11]([CH:17]=[C:18]([F:21])[C:19]=2[CH3:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[C:6]([Br:8])[N:7]=1.[CH3:23][C:24]([CH3:40])([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[NH2:25].C(N(C(C)C)C(C)C)C>O1CCOCC1.O>[Br:8][C:6]1[N:7]=[C:2]([NH:25][C:24]([CH3:40])([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH3:23])[C:3](=[O:22])[N:4]([C:9]2[CH:10]=[C:11]([CH:17]=[C:18]([F:21])[C:19]=2[CH3:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=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

6

反応物 3

HCID 81531DiisopropylethylamineHCID 666888502-(2-(Benzyloxy)phenyl)propan-2-amineHCID 866632473-(3,5-Dibromo-2-oxo-1(2H)-pyrazinyl)-5-fluoro-4-methyl-benzoic acid, ethyl ester

生成物 1

HCID 866632463-[5-Bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-5-fluoro-4-methyl-benzoic acid, ethyl ester収率 99.9%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

3-(3,5-Dibromo-2-oxo-1(2H)-pyrazinyl)-5-fluoro-4-methyl-benzoic acid, ethyl ester (Example 169d, 1.137 g, 2.62 mmol) was dissolved in dioxane (10 mL). α,α-Dimethyl-2-(phenylmethoxy)-benzenemethanamine (Example 134a, 0.63 g) and N-ethyldiisopropylamine (0.67 mL, 3.93 mmol) were added under nitrogen and the resulting solution was stirred at 100° C. for 10 h. The reaction mixture was diluted with water (50 mL), and extracted with ethyl acetate (100 mL×2). The combined organics were dried (MgSO4), filtered and evaporated to afford the crude product. This was purified by (SiO2 chromatography eluting with dichloromethane) to afford the subtitle product (1.55 g).

後処理

  1. extractionextracted with ethyl acetate (100 mL×2)
  2. dry with materialThe combined organics were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customto afford the crude product
  6. customThis was purified by (SiO2 chromatography eluting with dichloromethane)

出典と根拠

ORDレコード
ord-ac23acebb66b4bf4aeeb084ec4297108
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163905B2

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