Water → 4-{4-[4-(3-Methanesulfonyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid methyl ester

HRID 237421

反応式

HRID 237421 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([NH2:12])[CH2:8][CH2:7]1)=[O:5])C.CCN(C(C)C)C(C)C.CS([C:25]1[N:30]=[C:29]([N:31]2[C:39]3[C:34](=[C:35]([O:40][CH2:41][CH2:42][CH2:43][S:44]([CH3:47])(=[O:46])=[O:45])[CH:36]=[CH:37][CH:38]=3)[CH:33]=[CH:32]2)[CH:28]=[CH:27][N:26]=1)=O.O>CC(N(C)C)=O>[CH3:1][O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:25]2[N:30]=[C:29]([N:31]3[C:39]4[C:34](=[C:35]([O:40][CH2:41][CH2:42][CH2:43][S:44]([CH3:47])(=[O:45])=[O:46])[CH:36]=[CH:37][CH:38]=4)[CH:33]=[CH:32]3)[CH:28]=[CH:27][N:26]=2)[CH2:8][CH2:7]1)=[O:5]

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 409963Ethyl 4-aminocyclohexanecarboxylateHCID 580170861-(2-methanesulfinyl-pyrimidin-4-yl)-4-(3-methanesulfonyl-propoxy)-1H-indole

生成物 1

HCID 580170934-{4-[4-(3-Methanesulfonyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid methyl ester収率 90%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
120 °C

実験手順

4-Amino-cyclohexanecarboxylic acid ethyl ester (550 g) and 815 mL DIPEA were added to 1-(2-methanesulfinyl-pyrimidin-4-yl)-4-(3-methanesulfonyl-propoxy)-1H-indole (746.7 g) in 2.5 L DMA, and the mixture allowed to heat to 120° C. for 4 h and then allowed to cool to room temperature. Water (3 L) was added dropwise and the resulting precipitate was collected by filtration, washed with H2O and MeOH, and dried in vacuo at 48° C. overnight to yield 4-{4-[4-(3-methanesulfonyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid methyl ester (90%).

後処理

  1. temperatureto cool to room temperature
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with H2O and MeOH
  4. customdried in vacuo at 48° C. overnight

出典と根拠

ORDレコード
ord-756b6cb4452f420ab1aaddc184f78fbc
出典データセット
uspto-grants-2014_02
特許番号
US08642601B2

関連ノート

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