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 409450노트

반응식

HRID 409450 반응식
[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]

참가 물질

6

반응물 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

생성물 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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a8c47d2532534dfcb6cba876fbb1b882
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759365B2

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