1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

HRID 552144

反応式

HRID 552144 の反応式
[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([OH:10])=O)=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.O.O[N:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30]C=2N=N1.CN(C)CCCN=C=NCC.C1(CCN)CC1>ClCCl>[CH:28]1([CH2:27][CH2:26][NH:22][C:8]([C:5]2[N:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:10])[CH2:29][CH2:30]1

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 64157626-chloropyridazine-3-carboxylic AcidHCID 10240761Cyclopropaneethanamine

生成物 1

HCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide収率 55.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 6-chloropyridazine-3-carboxylic acid (15.8 mmol) in dichloromethane (95 mL) was added diisopropylethylamine (46.7 mmol), 1-hydroxybenzotriazole monohydrate (23.7 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (23.7 mmol) under nitrogen atmosphere at ambient temperature. The resulting mixture was stirred for 15 minutes and 2-cyclopropylethylamine (20.2 mmol) was added. After stirring for 36 hours at ambient temperature, the reaction mixture was diluted with dichloromethane (100 mL), then washed with water and dried over anhydrous Na2SO4. The solvent was removed in vacuo. Purification via column chromatography (30% ethyl acetate in hexanes) afforded the title compound (8.70 mmol). Yield 55%.

後処理

  1. stirringAfter stirring for 36 hours at ambient temperature
  2. washwashed with water
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe solvent was removed in vacuo
  5. customPurification via column chromatography (30% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-62c5194e7110425d9987a6e1e8cd4d55
出典データセット
uspto-grants-2011_05
特許番号
US07951805B2

関連ノート

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