Water → [(R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-amine

HRID 70107

反応式

HRID 70107 の反応式
Cl[C:2]1[C:3]2[S:23](=[O:24])[CH2:22][CH2:21][C:4]=2[N:5]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[N:7]=1.[Cl:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([C@@H:34]([NH2:38])[CH2:35][O:36][CH3:37])[NH:31][C:30]=2[CH:39]=1.C(N(C(C)C)CC)(C)C.O>O1CCOCC1.ClCCl>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([C@@H:34]([NH:38][C:2]3[C:3]4[S:23](=[O:24])[CH2:22][CH2:21][C:4]=4[N:5]=[C:6]([N:8]4[CH2:9][CH2:10][N:11]([C:14]5[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=5)[CH2:12][CH2:13]4)[N:7]=3)[CH2:35][O:36][CH3:37])[NH:31][C:30]=2[CH:39]=1

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 594758954-Chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxideHCID 59708426(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxyethylamine

生成物 1

HCID 59708429[(R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-amine収率 37.8%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
120 °C

実験手順

200 mg 4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide (cf Example 124), 235 mg (R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamine and 179.62 μl diisopropylethylamine are placed in 4 ml dioxane, and the mixture is heated to 120° C. in the microwave for 0.3 hours. Then the reaction mixture is combined with water and dichloromethane and extracted. The product is purified by semipreparative HPLC (method A). 113 mg of the product are obtained as a powder. Analytical HPLC-MS, (method B): RT=1.88 min.

後処理

  1. extractionextracted
  2. customThe product is purified by semipreparative HPLC (method A)

出典と根拠

ORDレコード
ord-d01a71046514423f8d801eb4965992b8
出典データセット
uspto-grants-2014_09
特許番号
US08822474B2

関連ノート

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