Hydrochloric Acid → 1-[4-((2R,4S)-4-{(3,5-bis-trifluoromethyl-benzyl)-[5-(1H-pyrazol-4-yl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidin-1-yl)-5-chloro-pyrimidin-2-yl]-piperidine-4-carboxylic acid ethyl ester

HRID 409450ノート

反応式

HRID 409450 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[N:17]=[C:16]([N:18]3[CH2:22][C@@H:21]([N:23]([CH2:41][C:42]4[CH:47]=[C:46]([C:48]([F:51])([F:50])[F:49])[CH:45]=[C:44]([C:52]([F:55])([F:54])[F:53])[CH:43]=4)[C:24]4[N:29]=[CH:28][C:27]([C:30]5[CH:31]=[N:32][N:33](C6CCCCO6)[CH:34]=5)=[CH:26][N:25]=4)[CH2:20][C@H:19]3[CH2:56][CH3:57])[C:15]([Cl:58])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl.CO.C([O-])(O)=O.[Na+]>ClCCl>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[N:17]=[C:16]([N:18]3[CH2:22][C@@H:21]([N:23]([CH2:41][C:42]4[CH:47]=[C:46]([C:48]([F:49])([F:51])[F:50])[CH:45]=[C:44]([C:52]([F:54])([F:55])[F:53])[CH:43]=4)[C:24]4[N:25]=[CH:26][C:27]([C:30]5[CH:34]=[N:33][NH:32][CH:31]=5)=[CH:28][N:29]=4)[CH2:20][C@H:19]3[CH2:56][CH3:57])[C:15]([Cl:58])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 516892Sodium BicarbonateHCID 596143501-{4-[(2R,4S)-4-((3,5-bis-trifluoromethyl-benzyl)-{5-[1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-pyrimidin-2-yl}amino)-2-ethyl-pyrrolidin-1-yl]-5-chloro-pyrimidin-2-yl}-piperidine-4-carboxylic acid ethyl ester

生成物 1

HCID 866483941-[4-((2R,4S)-4-{(3,5-bis-trifluoromethyl-benzyl)-[5-(1H-pyrazol-4-yl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidin-1-yl)-5-chloro-pyrimidin-2-yl]-piperidine-4-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 25 ml round-bottom flask was charged with 1-{4-[(2R,4S)-4-((3,5-bis-trifluoromethyl-benzyl)-{5-[1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-pyrimidin-2-yl}amino)-2-ethyl-pyrrolidin-1-yl]-5-chloro-pyrimidin-2-yl}-piperidine-4-carboxylic acid ethyl ester (70 mg, 0.084 mmol), 1N HCl (0.8 ml, 0.8 mmol) and MeOH (2 ml). The mixture is then heated to 60 degree for 30 minutes. After cooling down to rt, Saturated NaHCO3 and dichloromethane are added, then organic layer is collected. Removal of solvent give 1-[4-((2R,4S)-4-{(3,5-bis-trifluoromethyl-benzyl)-[5-(1H-pyrazol-4-yl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidin-1-yl)-5-chloro-pyrimidin-2-yl]-piperidine-4-carboxylic acid ethyl ester and it is used for the next step without further purification.

後処理

  1. temperatureThe mixture is then heated to 60 degree for 30 minutes
  2. customorganic layer is collected
  3. customRemoval of solvent

出典と根拠

ORDレコード
ord-a8c47d2532534dfcb6cba876fbb1b882
出典データセット
uspto-grants-2014_06
特許番号
US08759365B2

反応ノート

読み込み中…