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Potassium Carbonate → N-((4-(((2S)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl)-3-morpholinyl)methyl) methanesulfonamide

HRID 1972489
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HRID 1972489 반응식
CS(O[CH2:6][C@H:7]1[CH2:12][N:11]([S:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)(=[O:15])=[O:14])[CH2:10][CH2:9][N:8]1[C:21]1[CH:26]=[CH:25][C:24]([C:27]([OH:33])([CH3:32])[C:28]([F:31])([F:30])[F:29])=[CH:23][CH:22]=1)(=O)=O.Cl.[NH:35]1[CH2:40][CH2:39][O:38][CH2:37][CH:36]1[CH2:41][NH:42][S:43]([CH3:46])(=[O:45])=[O:44].C(=O)([O-])[O-].[K+].[K+]>>[S:17]1[CH:18]=[CH:19][CH:20]=[C:16]1[S:13]([N:11]1[CH2:10][CH2:9][N:8]([C:21]2[CH:22]=[CH:23][C:24]([C:27]([OH:33])([CH3:32])[C:28]([F:31])([F:30])[F:29])=[CH:25][CH:26]=2)[C@@H:7]([CH2:6][N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH:36]2[CH2:41][NH:42][S:43]([CH3:46])(=[O:45])=[O:44])[CH2:12]1)(=[O:14])=[O:15]
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참가 물질

4

반응물 3

HCID 11430Potassium CarbonateHCID 68846716N-[(morpholin-3-yl)methyl]methanesulfonamide hydrochlorideHCID 86670301((2R)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl methanesulfonate2회

생성물 1

HCID 56932473N-((4-(((2S)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl)-3-morpholinyl)methyl) methanesulfonamide

실험 절차

This compound was synthesized following the procedure outlined for Example 84. The reaction of ((2R)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl methanesulfonate (Intermediate B) and N-(3-morpholinylmethyl)methanesulfonamide hydrochloride (published PCT patent application no. WO 2009/016410) (using an extra equivalent of potassium carbonate) followed by purification via column chromatography on silica gel (0 to 100% EtOAc in hexanes) delivered N-((4-(((2S)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl)-3-morpholinyl)methyl)methanesulfonamide as a mixture of four isomers.

후처리

  1. customThis compound was synthesized
  2. customfollowed by purification via column chromatography on silica gel (0 to 100% EtOAc in hexanes)
  3. additionas a mixture of four isomers

출처 및 근거

ORD 기록
ord-2c052282a8974e6c9395633ba99fc82b
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431563B2

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