Diisopropylethylamine → N-tert-Butyl-3-((4-(3-fluoro-4-(3-(5-(trifluoromethyl)pyridin-2-yl)ureido)benzoyl)piperazin-1-yl)methyl)benzamide

HRID 1878335ノート

反応式

HRID 1878335 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1.C(N(C(C)C)C(C)C)C.[C:21](=O)(OC(Cl)(Cl)Cl)[O:22]C(Cl)(Cl)Cl.[NH2:33][C:34]1[CH:61]=[CH:60][C:37]([C:38]([N:40]2[CH2:45][CH2:44][N:43]([CH2:46][C:47]3[CH:48]=[C:49]([CH:57]=[CH:58][CH:59]=3)[C:50]([NH:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:42][CH2:41]2)=[O:39])=[CH:36][C:35]=1[F:62]>ClCCl>[C:53]([NH:52][C:50](=[O:51])[C:49]1[CH:57]=[CH:58][CH:59]=[C:47]([CH2:46][N:43]2[CH2:44][CH2:45][N:40]([C:38](=[O:39])[C:37]3[CH:60]=[CH:61][C:34]([NH:33][C:21]([NH:9][C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:10])[F:11])=[CH:8][N:7]=4)=[O:22])=[C:35]([F:62])[CH:36]=3)[CH2:41][CH2:42]2)[CH:48]=1)([CH3:56])([CH3:55])[CH3:54]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 7358622-Amino-5-(trifluoromethyl)pyridineHCID 668785283-((4-(4-amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide

生成物 1

HCID 57917679N-tert-Butyl-3-((4-(3-fluoro-4-(3-(5-(trifluoromethyl)pyridin-2-yl)ureido)benzoyl)piperazin-1-yl)methyl)benzamide収率 52%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5-(Trifluoromethyl)pyridin-2-amine (0.485 mmol, 0.079 g) and N-ethyl-N-isopropylpropan-2-amine (0.727 mmol, 0.120 mL, 0.094 g) were added to a stirred solution of bis(trichloromethyl) carbonate (0.160 mmol, 0.047 g) in dichloromethane (10 mL). The reaction was stirred for 3 hours at room temperature. 3-((4-(4-Amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (0.242 mmol, 0.1 g) was added and the reaction stirred for 30 minutes. The reaction was heated in the microwave at 120° C. for 10 minutes. The reaction was concentrated under vacuum and purified by acidic reverse phase HPLC to afford the title compound (50 mg).

後処理

  1. stirringthe reaction stirred for 30 minutes
  2. temperatureThe reaction was heated in the microwave at 120° C. for 10 minutes
  3. concentrationThe reaction was concentrated under vacuum
  4. custompurified by acidic reverse phase HPLC

出典と根拠

ORDレコード
ord-38fdedd871d9409ab6eebf55c88418a9
出典データセット
uspto-grants-2012_11
特許番号
US08314091B2

反応ノート

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