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Cesium carbonate → N-(4-(4-methyl-2-propyl-1H-imidazol-1-yl)thiazol-5-yl)acetamide

HRID 1051418
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HRID 1051418 반응식
[CH3:1][C:2]1[N:3]=[C:4]([CH2:7][CH2:8][CH3:9])[NH:5][CH:6]=1.C([O-])([O-])=O.[Cs+].[Cs+].CN[C@@H]1CCCC[C@H]1NC.Br[C:27]1[N:28]=[CH:29][S:30][C:31]=1[NH:32][C:33](=[O:35])[CH3:34]>CN(C=O)C.[Cu]I>[CH3:1][C:2]1[N:3]=[C:4]([CH2:7][CH2:8][CH3:9])[N:5]([C:27]2[N:28]=[CH:29][S:30][C:31]=2[NH:32][C:33](=[O:35])[CH3:34])[CH:6]=1
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참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 2733821trans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 83680500N-(4-bromo-1,3-thiazol-5-yl)acetamideHCID 178440092HCID 178440092, 화합물

생성물 1

HCID 86715554N-(4-(4-methyl-2-propyl-1H-imidazol-1-yl)thiazol-5-yl)acetamide

시약·촉매·용매 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

A flask was charged with 4-methyl-2-propyl-1H-imidazole from example 1.6 (140 mg, 1.13 mmol), Cs2CO3 (1.10 g, 3.39 mmol) and copper (I) iodide (108 mg, 0.56 mmol). A solution of (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine (80 mg, 0.56 mmol,) and N-(4-bromothiazol-5-yl)acetamide from example 1.5 (250 mg, 1.13 mmol) in DMF (30 mL) was added under N2. The mixture was heated at 90° C. for overnight. It was concentrated and directly used for the next step without further purification.

후처리

  1. concentrationIt was concentrated
  2. customdirectly used for the next step without further purification

출처 및 근거

ORD 기록
ord-f27bd79f2fd74948aff96873b9580126
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388180B2

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