Triethylamine → 4-(3-Chloro-4-fluorophenyl)-N-(1-(2-chloropyridin-4-yl)piperidin-4-yl)-6-methylbenzo[d]thiazol-2-amine

HRID 451514노트

반응식

HRID 451514 반응식
Br[C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([Cl:19])[CH:13]=3)[C:5]=2[N:6]=1.Cl.Cl.[Cl:22][C:23]1[CH:28]=[C:27]([N:29]2[CH2:34][CH2:33][CH:32]([NH2:35])[CH2:31][CH2:30]2)[CH:26]=[CH:25][N:24]=1.C(N(CC)CC)C>CC(N(C)C)=O.ClCCl>[Cl:19][C:14]1[CH:13]=[C:12]([C:7]2[C:5]3[N:6]=[C:2]([NH:35][CH:32]4[CH2:33][CH2:34][N:29]([C:27]5[CH:26]=[CH:25][N:24]=[C:23]([Cl:22])[CH:28]=5)[CH2:30][CH2:31]4)[S:3][C:4]=3[CH:10]=[C:9]([CH3:11])[CH:8]=2)[CH:17]=[CH:16][C:15]=1[F:18]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 673424052-Bromo-4-(3-chloro-4-fluorophenyl)-6-methylbenzo[d]thiazoleHCID 866567091-(2-Chloropyridin-4-yl)piperidin-4-amine dihydrochloride

생성물 1

HCID 866567134-(3-Chloro-4-fluorophenyl)-N-(1-(2-chloropyridin-4-yl)piperidin-4-yl)-6-methylbenzo[d]thiazol-2-amine수율 24%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 31374Dimethylacetamide용매

반응 조건

온도
175 °C

실험 절차

To a solution of 2-bromo-4-(3-chloro-4-fluorophenyl)-6-methylbenzo[d]thiazole (0.06 g, 0.2 mmol) in dimethylacetamide (1 mL) was added 1-(2-chloropyridin-4-yl)piperidin-4-amine dihydrochloride (0.05 g, 0.2 mmol) followed by triethylamine (70 L, 0.5 mmol) and the mixture was heated to 175° C. for 1 h in a microwave. The reaction was then diluted with dichloromethane, washed with water, brine, dried with sodium sulfate and concentrated. The product was purified by preparative HPLC to yield the title compound as light yellow solid (0.02 g, 24%).

후처리

  1. washwashed with water, brine
  2. dry with materialdried with sodium sulfate
  3. concentrationconcentrated
  4. customThe product was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-2a1b8551a62a4ac18b6ecc83247cb0ac
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486967B2

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