Acetic Acid → Ethyl 5-[2-[(4-chlorophenyl)amino]-1-(4-methylpiperazin-1-yl)-2-oxoethyl]thiophene-2-carboxylate

HRID 1919885ノート

反応式

HRID 1919885 の反応式
[CH:1]([C:3]1[S:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=1)=O.[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]#[C-:28])=[CH:23][CH:22]=1.C(O)(=[O:31])C>C(O)C(F)(F)F>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:31])[CH:1]([C:3]2[S:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=2)[N:17]2[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]2)=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 531671-MethylpiperazineHCID 746704-Chlorophenyl isocyanideHCID 10797570Ethyl 5-formylthiophene-2-carboxylate

生成物 1

HCID 57611900Ethyl 5-[2-[(4-chlorophenyl)amino]-1-(4-methylpiperazin-1-yl)-2-oxoethyl]thiophene-2-carboxylate

試薬・触媒・溶媒 1

HCID 64092,2,2-Trifluoroethanol溶媒

実験手順

Ethyl 5-formylthiophene-2-carboxylate (0.50 g, 2.71 mmol) was made 2.25 M in anhydrous trifluoroethanol and to this stirring solution was added N-methylpiperazine (0.33 g, 3.26 mmol), 1-chloro-4-isocyanobenzene (0.45 g, 3.26 mmol) and acetic acid (0.20 g, 3.26 mmol). The resulting mixture was stirred at ambient temperature overnight. The reaction mixture was concentrated in vacuo then purified by MPLC to give the desired product. MS: cal'd 422, 424 (MH+), exp 422, 424 (MH+).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthen purified by MPLC

出典と根拠

ORDレコード
ord-540ccf93ef494caea6b5ba8d356c35ac
出典データセット
uspto-grants-2012_05
特許番号
US08168658B2

反応ノート

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