Morpholine → HCID 86721319、化合物

HRID 1777077ノート

反応式

HRID 1777077 の反応式
Cl[S:2]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])(=[O:4])=[O:3].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[O:18]1[CH2:19][CH2:20][N:15]([S:2]([C:5]2[CH:6]=[N:7][CH:8]=[C:9]([CH:14]=2)[C:10]([O:12][CH3:13])=[O:11])(=[O:4])=[O:3])[CH2:16][CH2:17]1

参加物

5

反応物 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 545939885-Chlorosulfonyl-nicotinic acid methyl ester

生成物 1

HCID 86721319HCID 86721319、化合物収率 60.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 5-(chlorosulfonyl)nicotinate (35 mg, 0.149 mmol) was added to the morpholine (25.9 mg, 0.297 mmol) in presence of Potassiumcarbonate (41.1 mg, 0.297 mmol) in THF (8 mL) at room temperature and the reaction mixture was stirred for 12 h at room temperature. The reaction was monitored by TLC, after completion of the reaction, Solvent was removed by vacuum and then compound was purified by column chromatography (2% Methanol/DCM) afforded the product methyl 5-(morpholinosulfonyl)nicotinate (26 mg, 0.090 mmol, 60.5% yield) as a solid. 1HNMR (400 MHz, CDCl3): δ 9.41 (s, 1H), 9.12 (s, 1H), 8.60 (d, 1H, J=2.0 Hz), 4.01 (s, 3H), 3.76 (m, 4H), 3.07 (m, 4H).

後処理

  1. customafter completion of the reaction, Solvent
  2. customwas removed by vacuum
  3. customcompound was purified by column chromatography (2% Methanol/DCM)

出典と根拠

ORDレコード
ord-bb535f1e41a24a6c8bed6833d8b610ec
出典データセット
uspto-grants-2016_02
特許番号
US09266838B2

反応ノート

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