Pyridine → HCID 22283106, 화합물

HRID 1062996노트

반응식

HRID 1062996 반응식
[NH2:1][C:2]1[S:3][C:4]2[C:10]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1.N1C=CC=CC=1>ClCCl>[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][C:2]2[S:3][C:4]3[C:10]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=3[N:6]=2)=[O:26])=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 701364-(Chloromethyl)benzoyl chlorideHCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

생성물 1

HCID 22283106HCID 22283106, 화합물수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

and 2-amino-4-methoxy-7-morpholin-4-yl-benzothiazol (1.0 g, 3.8 mmol), 4-(chloromethyl) benzoyl chloride (810 mg, 4.2 mmol) and pyridine (0.36 ml, 4.5 mmol) are reacted in dichloromethane (20 ml) for 18 h. The reaction is quenched with water (25 ml) and brought to pH 8.0 with sodium carbonate. The mixture is extracted with dichloromethane and the combined organic layers are dried and evapoarted to dryness. Flash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield. MS: m/e=418 (M+H+).

후처리

  1. customThe reaction is quenched with water (25 ml)
  2. extractionThe mixture is extracted with dichloromethane
  3. customthe combined organic layers are dried
  4. customFlash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield

출처 및 근거

ORD 기록
ord-a0ad0e9dc8864f4b8787e33de5398650
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06963000B2

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