1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57829619、化合物

HRID 547481

反応式

HRID 547481 の反応式
[CH3:1][C:2]([CH3:23])([CH3:22])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([C:14]3[S:18][C:17]([C:19](O)=[O:20])=[CH:16][CH:15]=3)[N:12]=2)[NH:7][CH:6]=1)=[O:4].[CH3:24][NH:25][CH2:26][C:27]#[N:28].CCN=C=NCCCN(C)C>C(O)C.ClCCl>[C:27]([CH2:26][N:25]([CH3:24])[C:19]([C:17]1[S:18][C:14]([C:11]2[N:12]=[C:13]3[C:5]([C:3](=[O:4])[C:2]([CH3:1])([CH3:22])[CH3:23])=[CH:6][NH:7][C:8]3=[N:9][CH:10]=2)=[CH:15][CH:16]=1)=[O:20])#[N:28]

参加物

6

反応物 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 36652Acetonitrile, 2-(methylamino)-HCID 578295855-[7-(2,2-dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-thiophene-2-carboxylic acid

生成物 1

HCID 57829619HCID 57829619、化合物収率 58.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 5-[7-(2,2-dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-thiophene-2-carboxylic acid (0.060 g, 0.18 mmol), methylaminoacetonitrile (0.200 mL, 1.64 mmol) and EDCI (0.315 g, 1.64 mmol) in 3 mL of ethanol and 3 mL of dichloromethane was stirred for 1 h, then concentrated. The resulting residue was partitioned between 30 ml of ethyl acetate and 30 mL of a 10% citric acid solution, and the aqueous layer was extracted 30 mL of ethyl acetate. The combined organic layers were dried over MgSO4, filtered and concentrated to a residue. Column chromatography (0->40% EtOAc/hexanes) afforded 0.040 g (58%) of 5-[7-(2,2-dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-thiophene-2-carboxylic acid cyanomethyl-methyl-amide as a pale yellow solid.

後処理

  1. concentrationconcentrated
  2. customThe resulting residue was partitioned between 30 ml of ethyl acetate and 30 mL of a 10% citric acid solution
  3. extractionthe aqueous layer was extracted 30 mL of ethyl acetate
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to a residue

出典と根拠

ORDレコード
ord-c68d22af369243efabede898df07294d
出典データセット
uspto-grants-2011_05
特許番号
US07939531B2

関連ノート

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