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

HRID 451514ノート

反応式

HRID 451514 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
175 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-2a1b8551a62a4ac18b6ecc83247cb0ac
出典データセット
uspto-grants-2013_07
特許番号
US08486967B2

反応ノート

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