4-Cyanophenylacetic acid → 2-(4-Cyano-phenyl)-N-[4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide

HRID 1441695ノート

反応式

HRID 1441695 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([NH2:14])[S:12][CH:13]=2)=[CH:5][CH:4]=1.C(N(CC)C(C)C)(C)C.[C:24]([C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33](O)=[O:34])=[CH:28][CH:27]=1)#[N:25].F[B-](F)(F)F.C(OC(C(=NOC(N(C)C)=[N+](C)C)C#N)=O)C>CN(C)C=O.C(OCC)(=O)C>[C:24]([C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]([NH:14][C:11]2[S:12][CH:13]=[C:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)[N:10]=2)=[O:34])=[CH:28][CH:27]=1)#[N:25]

参加物

7

反応物 4

HCID 795874-Cyanophenylacetic acidHCID 81531DiisopropylethylamineHCID 1596442-Amino-4-(4-methoxyphenyl)thiazoleHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate

生成物 1

HCID 591645722-(4-Cyano-phenyl)-N-[4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1.41 g 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine was dissolved in 2 ml dimethylformamide. 3.0 ml N,N-Diisopropylethylamine, 1.0 g commercially available (4-Cyano-phenyl)-acetic acid and 2.25 g O-((Ethoxycarbonyl)cyanomethyleneamino)-N,N,N′,N′-tetramethyluronium tetrafluoroborate were added. The reaction mixture was stirred at room temperature overnight. Then 200 ml ethyl acetate were added and the mixture was washed three times with portions of 50 ml saturated NaHCO3 solution and then dried over MgSO4. The solvents were removed in vacuo and the residue purified by RP-HPLC to obtain 610 mg 2-(4-Cyano-phenyl)-N-[4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide as yellow solid.

後処理

  1. washthe mixture was washed three times with portions of 50 ml saturated NaHCO3 solution
  2. dry with materialdried over MgSO4
  3. customThe solvents were removed in vacuo
  4. customthe residue purified by RP-HPLC

出典と根拠

ORDレコード
ord-8bb96bb0dd50481aad707deee4c3b792
出典データセット
uspto-grants-2010_02
特許番号
US07655679B2

反応ノート

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