1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58116841、化合物

HRID 38601

反応式

HRID 38601 の反応式
Br[CH2:2]/[CH:3]=[CH:4]/[C:5]([OH:7])=O.[N:8]1([C:14]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.CCN(C(C)C)C(C)C.[Cl:30][C:31]1[CH:32]=[C:33]([NH:38][C:39]2[C:40]3[C:47]4[CH2:48][CH2:49][NH:50][CH2:51][C:46]=4[S:45][C:41]=3[N:42]=[CH:43][N:44]=2)[CH:34]=[CH:35][C:36]=1[Cl:37].CCN=C=NCCCN(C)C>C(Cl)Cl.O>[Cl:30][C:31]1[CH:32]=[C:33]([NH:38][C:39]2[C:40]3[C:47]4[CH2:48][CH2:49][N:50]([C:5](=[O:7])/[CH:4]=[CH:3]/[CH2:2][N:11]5[CH2:10][CH2:9][N:8]([C:14]([N:16]6[CH2:17][CH2:18][CH2:19][CH2:20]6)=[O:15])[CH2:13][CH2:12]5)[CH2:51][C:46]=4[S:45][C:41]=3[N:42]=[CH:43][N:44]=2)[CH:34]=[CH:35][C:36]=1[Cl:37]

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531Diisopropylethylamine2 回HCID 2760443Piperazin-1-yl-pyrrolidin-1-yl-methanoneHCID 64364114-Bromocrotonic acidHCID 58116912(3,4-Dichloro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amine

生成物 1

HCID 58116841HCID 58116841、化合物収率 10%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

(2E)-4-Bromobut-2-enoic acid (106 mg, 0.64 mmol) and piperazin-1-yl(pyrrolidin-1-yl)methanone (125 mg, 0.68 mmol) were dissolved in DCM (5.0 mL), and DIPEA (111 mg, 0.85 mmol) was added. The mixture was stirred at rt for 2 h. Subsequently, the compound from Example 15A (150 mg, 0.43 mmol), DIPEA (55 mg, 0.43 mmol) and EDCI (82 mg, 0.43 mmol) were added. The reaction was stirred at 50° C. overnight. Then, water was added, and the mixture was extracted three times with DCM. The combined organic layers were dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by preparative HPLC to yield 25 mg (10%) of the title compound.

後処理

  1. stirringThe reaction was stirred at 50° C. overnight
  2. extractionthe mixture was extracted three times with DCM
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. customThe solvent was removed in vacuo
  5. customthe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-907f815ae1db4702b9a88f10da798df7
出典データセット
uspto-grants-2013_09
特許番号
US08524722B2

関連ノート

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