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Diisopropylethylamine → 3-(1-Cyclopropyl-isoquinoline-3-carbonyl)-2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester

HRID 334025
ノート
印刷プレビュー

反応式

HRID 334025 の反応式
[CH:1]1([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[C:6]([C:14]([OH:16])=O)[N:5]=2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O.[CH2:24]([O:31][C:32]([N:34]1[CH2:39][CH2:38][NH:37][CH2:36][C:35]1([CH3:41])[CH3:40])=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH2:24]([O:31][C:32]([N:34]1[CH2:39][CH2:38][NH:37][CH:36]([C:14]([C:6]2[N:5]=[C:4]([CH:1]3[CH2:2][CH2:3]3)[C:13]3[C:8]([CH:7]=2)=[CH:9][CH:10]=[CH:11][CH:12]=3)=[O:16])[C:35]1([CH3:41])[CH3:40])=[O:33])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1
参加物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 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 866882432,2-Dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetateHCID 866882551-Cyclopropyl-isoquinoline-3-carboxylic acid

生成物 1

HCID 866882563-(1-Cyclopropyl-isoquinoline-3-carbonyl)-2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

230 mg (1.08 mmol) 1-cyclopropyl-isoquinoline-3-carboxylic acid and 391 mg (1.08 mmol) 2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetate was stirred with 385 mg (1.20 mmol) TBTU and 640 μL (3.70 mmol) DIPEA in 3 mL DMF at RT for 1 h. The mixture was worked up by adding water, followed by extraction with EtOAc. Then the reaction mixture was washed with saturated aqueous NaHCO3 solution. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. Yield: 600 mg (99%), purity: 80%; ESI-MS: m/z=444 (M+H)+; Rt(HPLC): 1.42 min (method 5)

後処理

  1. extractionfollowed by extraction with EtOAc
  2. washThen the reaction mixture was washed with saturated aqueous NaHCO3 solution
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a3d409b280a9430ea0d83a2052ed9e82
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08883789B2

反応ノート

読み込み中…

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