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Thionyl Chloride → Methyl 2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylic acid

HRID 43628
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인쇄 미리보기

반응식

HRID 43628 반응식
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([OH:11])=O)[NH:5][C:6]=1[CH2:7][CH3:8].S(Cl)(Cl)=O.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[O:24][C:25]([CH3:32])=[C:26]([C:28]([O:30][CH3:31])=[O:29])[N:27]=2)=[CH:19][C:18]=1[CH3:33]>N1C=CC=CC=1>[CH3:31][O:30][C:28]([C:26]1[N:27]=[C:23]([C:20]2[CH:21]=[CH:22][C:17]([NH:16][C:9]([C:4]3[NH:5][C:6]([CH2:7][CH3:8])=[C:2]([Cl:1])[N:3]=3)=[O:11])=[C:18]([CH3:33])[CH:19]=2)[O:24][C:25]=1[CH3:32])=[O:29]
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참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 675489294-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67549153Methyl 2-(4-amino-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate

생성물 1

HCID 68406197Methyl 2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylic acid수율 77.1%

시약·촉매·용매 1

HCID 1049
Pyridine
용매

실험 절차

The same operation as in Example (91c) was performed using 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid (0.18 g, 1.03 mmol), thionyl chloride (4 mL), methyl 4-amino-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate obtained in Example (108e) (0.28 g, 1.14 mmol) and pyridine (5 mL), to obtain 0.32 g of the title compound as a colorless solid (77%).

출처 및 근거

ORD 기록
ord-266bef8af15549cc87a44439a1ef1737
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536197B2

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