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Pyridine → HCID 10238719, 화합물

HRID 1168162
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HRID 1168162 반응식
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13](=[O:22])[C:14]3[CH:19]=[CH:18][C:17]([CH2:20][NH2:21])=[CH:16][CH:15]=3)[S:11][C:7]=2[C:6]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:5][CH:4]=1.N1C=CC=CC=1.[CH3:35][O:36][CH2:37][C:38](Cl)=[O:39].C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH3:35][O:36][CH2:37][C:38]([NH:21][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([C:13]([NH:12][C:10]2[S:11][C:7]3[C:6]([N:23]4[CH2:28][CH2:27][O:26][CH2:25][CH2:24]4)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=3[N:9]=2)=[O:22])=[CH:15][CH:16]=1)=[O:39]
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참가 물질

6

반응물 4

HCID 1049PyridineHCID 10340Sodium CarbonateHCID 96623Methoxyacetyl chlorideHCID 11280971HCID 11280971, 화합물

생성물 1

HCID 10238719HCID 10238719, 화합물수율 71%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4-aminometyl-benzamide (100 mg, 0.24 mmol), dissolved in dichloromethane (5 ml) is treated with pyridine (29 μl, 0.36 mmol) and methoxy-acetyl chloride (24 μl, 0.32 mmol) and stirred at ambient temperature for 15 h. Saturated aqueous sodium carbonate (6 ml) is added, the phases are separated and the aqueous solution extracted twice with each 5 ml dichloromethane. The combined organic phases are dryed over sodium sulphate, filtered and evaporated to dryness. Flash chromatography (silica, eluent: dichloromethane containing 3% methanol) afforded the title compound as white crystals (71% yield). MS: m/e=471(M+H+).

후처리

  1. customthe phases are separated
  2. extractionthe aqueous solution extracted twice with each 5 ml dichloromethane
  3. filtrationfiltered
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-0cb4ece8a47d49cc93873ee6758ca21a
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06624163B2

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