Morpholine → (6-Aminopyridin-3-yl)(morpholino)methanone

HRID 68457

反応式

HRID 68457 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.[NH2:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][N:31]=1>C(O)C>[NH2:29][C:30]1[N:31]=[CH:32][C:33]([C:34]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:35])=[CH:37][CH:38]=1

参加物

6

反応物 4

HCID 8083MorpholineHCID 184966-Aminonicotinic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 59259223(6-Aminopyridin-3-yl)(morpholino)methanone収率 34.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of morpholine (9.00 g, 103 mmol) in 400 mL ethanol was added N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (10.0 g, 52.2 mmol), 1-hydroxybenzotriazole (7.00 g, 51.8 mmol), and 6-aminonicotinic acid (6.00 g, 43.4 mmol). After stirring for 18 hours, the resulting solid was filtered. This was triturated with a mixture of 100 mL methanol and 100 mL dichloromethane to yield (6-Amino-pyridin-3-yl)-morpholin-4-yl-methanone (3.08 g, 14.9 mmol). MS (ESI) 208.1 (M+H)+.

後処理

  1. filtrationthe resulting solid was filtered
  2. customThis was triturated with a mixture of 100 mL methanol and 100 mL dichloromethane

出典と根拠

ORDレコード
ord-333f6a181a9a4c4b8df2a3415efa8db1
出典データセット
uspto-grants-2014_09
特許番号
US08822457B2

関連ノート

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