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Dimethylformamide → 4-[4-(3-Indolyl)piperidinomethyl]-2-cyclopropylcarbonylaminothiazole

HRID 1252074
ノート
印刷プレビュー

反応式

HRID 1252074 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[N:18]=[C:19]([NH2:22])[S:20][CH:21]=3)[CH2:12][CH2:11]2)=[CH:2]1.C(N(CC)CC)C.CN(C)C=O.[CH:35]1([C:38](Cl)=[O:39])[CH2:37][CH2:36]1>C(Cl)Cl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[N:18]=[C:19]([NH:22][C:38]([CH:35]4[CH2:37][CH2:36]4)=[O:39])[S:20][CH:21]=3)[CH2:12][CH2:11]2)=[CH:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 141297964-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-amine

生成物 1

HCID 103397554-[4-(3-Indolyl)piperidinomethyl]-2-cyclopropylcarbonylaminothiazole

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a mixture of 4-[4-(3-indolyl)piperidinomethyl]-2-aminothiazole (3.0 g), triethylamine (5.4 ml) and N,N-dimethylformamide (30 ml) was added dropwise a solution of cyclopropylcarbonyl chloride (2.18 ml) in methylene chloride (2.5 ml) over a period of 30 minutes at 0° C. in a stream of nitrogen gas with stirring. After the reaction was finished, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1 V/V) to give 4-[4-(3-indolyl)piperidinomethyl]-2-cyclopropylcarbonylaminothiazole (2.9 g).

後処理

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1 V/V)

出典と根拠

ORDレコード
ord-afe5bb6c294648b39b3fba9f07d2f8fb
出典データセット
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04742057

反応ノート

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