Morpholine → HCID 86721319, 화합물

HRID 1777077노트

반응식

HRID 1777077 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 86721319HCID 86721319, 화합물수율 60.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-bb535f1e41a24a6c8bed6833d8b610ec
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266838B2

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